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Chemistry
Organometallic Reagents
Organoboron
2,2'-(9,9-Dioctyl-9H-fluorene-2,7-diyl)bis(1,3,2-dioxaborinane)
Chemistry
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Aryls Benzene Compounds Aromatic Borons

[ CAS No. 317802-08-7 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 317802-08-7
Chemical Structure| 317802-08-7
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Quality Control of [ 317802-08-7 ]

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Product Details of [ 317802-08-7 ]

CAS No. :317802-08-7 MDL No. :MFCD03701607
Formula : C35H52B2O4 Boiling Point : -
Linear Structure Formula :- InChI Key :KAYXDWIILRESPY-UHFFFAOYSA-N
M.W : 558.41 Pubchem ID :4378560
Synonyms :

Safety of [ 317802-08-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 317802-08-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 317802-08-7 ]

[ 317802-08-7 ] Synthesis Path-Downstream   1~64

  • 1
  • [ 170702-05-3 ]
  • [ 317802-08-7 ]
  • polymer; monomer(s): 2,7-bis(1,3,2-dioxaboran-2-yl)-9,9-dioctylfluorene; 5-bromo-3-hexyl-2-(5-bromo-3-hexylthiophen-2-yl)thiophene [ No CAS ]
Reference： [1]Chen, Hui; He, Meiyu; Pei, Jian; Liu, Bin [Analytical Chemistry, 2002, vol. 74, # 24, p. 6252 - 6258]
  • 2
  • [ 171408-84-7 ]
  • [ 317802-08-7 ]
  • polymer; monomer(s): 2,7-bis(1,3,2-dioxaboran-2-yl)-9,9-dioctylfluorene; spiro[fluorene-9,9-2,7-dibromofluorene] [ No CAS ]
Reference： [1]Analytical Chemistry,2002,vol. 74,p. 6252 - 6258
  • 3
  • 4,4'-bis(N-bromo-N-phenylamino)biphenyl [ No CAS ]
  • [ 317802-08-7 ]
  • polymer; monomer(s): 2,7-bis(1,3,2-dioxaboran-2-yl)-9,9-dioctylfluorene; 4,4\-bis(N-bromo-N-phenylamino)biphenyl [ No CAS ]
Reference： [1]Chen, Hui; He, Meiyu; Pei, Jian; Liu, Bin [Analytical Chemistry, 2002, vol. 74, # 24, p. 6252 - 6258]
  • 4
  • [ 317802-08-7 ]
  • 9,9-bis-(4-carbazol-9-ylbutyl)-2,7-dibromofluorene [ No CAS ]
  • polymer; monomer(s): 9,9-bis(4-carbazol-9-ylbutyl)-2,7-dibromofluorene; 2,7-bis(1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In tetrahydrofuran; water for 24h; Heating;
Reference： [1]Fu, Yaqin; Li, Yi; Li, Jing; Yan, Shouke; Bo, Zhishan [Macromolecules, 2004, vol. 37, # 17, p. 6395 - 6400]
  • 5
  • [ 317802-08-7 ]
  • C91H80Br2N4O4 [ No CAS ]
  • polymer; monomer(s): 9,9-bis[3,5-di(4-carbazol-9-ylbutoxy)benzyl]-2,7-dibromofluorene; 2,7-bis(1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In tetrahydrofuran; water for 24h; Heating;
Reference： [1]Fu, Yaqin; Li, Yi; Li, Jing; Yan, Shouke; Bo, Zhishan [Macromolecules, 2004, vol. 37, # 17, p. 6395 - 6400]
  • 6
  • [ 317802-08-7 ]
  • C183H164Br2N8O12 [ No CAS ]
  • polymer; monomer(s): 9,9-bis[3,5-{3,5-di(4-carbazol-9-ylbutoxy)benzyloxy}benzyl]-2,7-dibromofluorene; 2,7-bis(1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In tetrahydrofuran; water for 24h; Heating;
Reference： [1]Fu, Yaqin; Li, Yi; Li, Jing; Yan, Shouke; Bo, Zhishan [Macromolecules, 2004, vol. 37, # 17, p. 6395 - 6400]
  • 7
  • [ 903586-98-1 ]
  • [ 4406-77-3 ]
  • [ 3972-65-4 ]
  • [ 317802-08-7 ]
  • polymer, Mw: 10500, polydispersity: 2.04; monomer(s): 3,6-dibromo-9-(4-(3,6-di-tert-butyl-9H-carbazol-9-yl)biphenyl)-9H-carbazole; 9,9-di-n-ocylfluorene-2,7-dioxapropyleneboronate; 1-bromo-4-tert-butylbenzene; 2-phenyl-1,3,2-dioxaborinane [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 3,6-dibromo-9-(4-(3,6-di-tert-butyl-9H-carbazol-9-yl)biphenyl)-9H-carbazole; 2,7-bis(1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; potassium carbonate In water; toluene at 85℃; for 120h; Stage #2: 2-Phenyl-1,3,2-dioxaborinane In toluene for 24h; Stage #3: 1-bromo-4-tert-butylbenzene In toluene for 24h;
Reference： [1]Chen, Yen-Chun; Huang, Guo-Sheng; Hsiao, Chung-Chin; Chen, Show-An [Journal of the American Chemical Society, 2006, vol. 128, # 26, p. 8549 - 8558]
  • 8
  • [ 877955-50-5 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 25600, polydispersity = 1.65, DPAN content 0.003; monomer(s): 1,4-dibromo-2-(octyloxy)-5-(2-(4-diphenylamino-1,8-naphthalimide-9-yl)ethyloxy)benzene; 2,7-dibromo-9,9-dioctylfluorene; 2,7-bis(trimethylene boronate)-9,9-dioctylfluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; potassium carbonate In toluene at 60 - 90℃; for 72h;
Reference： [1]Liu, Jun; Tu, Guoli; Zhou, Quanguo; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Ma, Dongge; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2006, vol. 16, # 15, p. 1431 - 1438]
  • 9
  • [ 877955-50-5 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 24800, polydispersity = 1.69, DPAN content 0.005; monomer(s): 1,4-dibromo-2-(octyloxy)-5-(2-(4-diphenylamino-1,8-naphthalimide-9-yl)ethyloxy)benzene; 2,7-dibromo-9,9-dioctylfluorene; 2,7-bis(trimethylene boronate)-9,9-dioctylfluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; potassium carbonate In toluene at 60 - 90℃; for 72h;
Reference： [1]Liu, Jun; Tu, Guoli; Zhou, Quanguo; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Ma, Dongge; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2006, vol. 16, # 15, p. 1431 - 1438]
  • 10
  • [ 877955-50-5 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 20200, polydispersity = 1.56, DPAN content 0.01; monomer(s): 1,4-dibromo-2-(octyloxy)-5-(2-(4-diphenylamino-1,8-naphthalimide-9-yl)ethyloxy)benzene; 2,7-dibromo-9,9-dioctylfluorene; 2,7-bis(trimethylene boronate)-9,9-dioctylfluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; potassium carbonate In toluene at 60 - 90℃; for 72h;
Reference： [1]Liu, Jun; Tu, Guoli; Zhou, Quanguo; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Ma, Dongge; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2006, vol. 16, # 15, p. 1431 - 1438]
  • 11
  • [ 877955-50-5 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 18600, polydispersity = 1.86, DPAN content 0.04; monomer(s): 1,4-dibromo-2-(octyloxy)-5-(2-(4-diphenylamino-1,8-naphthalimide-9-yl)ethyloxy)benzene; 2,7-dibromo-9,9-dioctylfluorene; 2,7-bis(trimethylene boronate)-9,9-dioctylfluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; potassium carbonate In toluene at 60 - 90℃; for 72h;
Reference： [1]Liu, Jun; Tu, Guoli; Zhou, Quanguo; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Ma, Dongge; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2006, vol. 16, # 15, p. 1431 - 1438]
  • 12
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • poly(9,9-dioctylfluorene-2,7-yl), Mn = 28000, polydispersity = 1.87; monomer(s): 2,7-dibromo-9,9-dioctylfluorene; 2,7-bis(trimethylene boronate)-9,9-dioctylfluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; potassium carbonate In toluene at 60 - 90℃; for 72h;
Reference： [1]Liu, Jun; Tu, Guoli; Zhou, Quanguo; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Ma, Dongge; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2006, vol. 16, # 15, p. 1431 - 1438]
  • 13
  • [ 19802-70-1 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • poly(9,9-dioctylfluorene-co-2,3-bis(p-phenylene)quinoxaline), Mn 3.19E4 by GPC, Mw/Mn 2.08; monomer(s): 9,9-dioctyl-2,7-dibromofluorene; 9,9-dioctylfluorene-2,7-bis(trimethyleneboronate); 2,3-bis(4-bromophenyl)quinoxaline [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; sodium carbonate In toluene at 110℃; for 48h;
Reference： [1]Kulkarni, Abhishek P.; Zhu, Yan; Jenekhe, Samson A. [Macromolecules, 2005, vol. 38, # 5, p. 1553 - 1563]
  • 14
  • [ 19802-70-1 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • poly(9,9-dioctylfluorene-co-2,3-bis(p-phenylene)quinoxaline), Mn 2.53E4 by GPC, Mw/Mn 2.56; monomer(s): 9,9-dioctyl-2,7-dibromofluorene; 9,9-dioctylfluorene-2,7-bis(trimethyleneboronate); 2,3-bis(4-bromophenyl)quinoxaline [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; sodium carbonate In toluene at 110℃; for 48h;
Reference： [1]Kulkarni, Abhishek P.; Zhu, Yan; Jenekhe, Samson A. [Macromolecules, 2005, vol. 38, # 5, p. 1553 - 1563]
  • 15
  • [ 19802-70-1 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • poly(9,9-dioctylfluorene-co-2,3-bis(p-phenylene)quinoxaline), Mn 1.68E4 by GPC, Mw/Mn 2.40; monomer(s): 9,9-dioctyl-2,7-dibromofluorene; 9,9-dioctylfluorene-2,7-bis(trimethyleneboronate); 2,3-bis(4-bromophenyl)quinoxaline [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; sodium carbonate In toluene at 110℃; for 48h;
Reference： [1]Kulkarni, Abhishek P.; Zhu, Yan; Jenekhe, Samson A. [Macromolecules, 2005, vol. 38, # 5, p. 1553 - 1563]
  • 16
  • [ 19802-70-1 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • poly(9,9-dioctylfluorene-co-2,3-bis(p-phenylene)quinoxaline), Mn 1.28E4 by GPC, Mw/Mn 2.58; monomer(s): 9,9-dioctyl-2,7-dibromofluorene; 9,9-dioctylfluorene-2,7-bis(trimethyleneboronate); 2,3-bis(4-bromophenyl)quinoxaline [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; sodium carbonate In toluene at 110℃; for 48h;
Reference： [1]Kulkarni, Abhishek P.; Zhu, Yan; Jenekhe, Samson A. [Macromolecules, 2005, vol. 38, # 5, p. 1553 - 1563]
  • 17
  • [ 19802-70-1 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • poly(9,9-dioctylfluorene-co-2,3-bis(p-phenylene)quinoxaline), Mn 1.13E4 by GPC, Mw/Mn 2.48; monomer(s): 9,9-dioctyl-2,7-dibromofluorene; 9,9-dioctylfluorene-2,7-bis(trimethyleneboronate); 2,3-bis(4-bromophenyl)quinoxaline [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; sodium carbonate In toluene at 110℃; for 48h;
Reference： [1]Kulkarni, Abhishek P.; Zhu, Yan; Jenekhe, Samson A. [Macromolecules, 2005, vol. 38, # 5, p. 1553 - 1563]
  • 18
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • poly(9,9-dioctylfluorene), Mn 2.32E4 by GPC, Mw/Mn 2.68; monomer(s): 9,9-dioctyl-2,7-dibromofluorene; 9,9-dioctylfluorene-2,7-bis(trimethyleneboronate) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; sodium carbonate In toluene at 110℃; for 48h;
Reference： [1]Kulkarni, Abhishek P.; Zhu, Yan; Jenekhe, Samson A. [Macromolecules, 2005, vol. 38, # 5, p. 1553 - 1563]
  • 19
  • [ 905732-26-5 ]
  • [ 317802-08-7 ]
  • poly{(9,9-dioctylfluorene)-2,7-diyl-alt-[4,7-bis(3-decyloxythien-2-yl)-2,1,3-benzothiadiazole]-5,,5'-diyl}, Mn = 6.80E4; monomer(s): 9,9-dioctylfluorene-2,7-bis(trimethyleneborate); 4,7-bis-(5-bromo-3-decyloxy-thiophen-2-yl)-2,1,3-benzothiadiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
98% With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; sodium carbonate In toluene at 110℃; for 12h;
Reference： [1]Shi, Chenjun; Yao, Yan; Yang, Yang; Pei, Qibing [Journal of the American Chemical Society, 2006, vol. 128, # 27, p. 8980 - 8986]
  • 20
  • [ 258865-48-4 ]
  • [ 504-63-2 ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
81% In toluene for 11h; Inert atmosphere; Reflux;
76% In toluene for 10h; Heating;
72% In toluene for 10h; Heating;
3.45 g In toluene for 10h; Heating;
1.36 g In toluene for 10h; Reflux;

Reference： [1]Location in patent: experimental part Yuan, Chao; Hong, Jia; Liu, Yanmei; Lai, Hua; Fang, Qiang [Journal of Polymer Science, Part A: Polymer Chemistry, 2011, vol. 49, # 18, p. 4098 - 4101]
[2]Chen, Xiwen; Liao, Jin-Long; Liang, Yongmin; Ahmed; Tseng, Hao-En; Chen, Show-An [Journal of the American Chemical Society, 2003, vol. 125, # 3, p. 636 - 637]
[3]Liu, Shu-Juan; Zhao, Qiang; Chen, Run-Feng; Deng, Yun; Fan, Qu-Li; Li, Fu-You; Wang, Lian-Hui; Huang, Chun-Hui; Huang, Wei [Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4351 - 4361]
[4]Xin, Yu; Wen, Gui-An; Zeng, Wen-Jing; Zhao, Lei; Zhu, Xing-Rong; Fan, Qu-Li; Feng, Jia-Chun; Wang, Lian-Hui; Wei, Wei; Peng, Bo; Cao, Yong; Huang, Wei [Macromolecules, 2005, vol. 38, # 16, p. 6755 - 6758]
[5]Bera, Manas Kumar; Chakraborty, Chanchal; Singh, Pradeep Kumar; Sahu, Chandan; Sen, Kaushik; Maji, Samir; Das, Abhijit Kumar; Malik, Sudip [Journal of Materials Chemistry B, 2014, vol. 2, # 29, p. 4733 - 4739]
  • 21
  • C41H27BrIrN3O [ No CAS ]
  • [ 317802-08-7 ]
  • None [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2,7-dibromo-9,9-dioctylfluorene; 2,7-bis(1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene With tetraethylammonium hydroxide In water; toluene at 80℃; for 3h; Stage #2: C41H27BrIrN3O In water; toluene at 80℃; for 18h; 32 A solution of 2,7-dibromo-9,9-dioctylfluorene, 537 mg (0.98 mmol), 9,9-dioctylflouren-2,7-diyl-bistrimethyleneborate (558 mg, 1.00 mmol, CAS No. 317802-08-7) and tri-o-tolylphosphine (30.4 mg, 0.1 mmol) in toluene (25 mL) was degassed with argon for 10 minutes. Pd(OAc)2 (6.7 mg, 0.03 mmol) and tetraethylammonium hydroxide (2.2 mL of a 20% aqueous solution, 3.0 mmol) were then added and the resultant mixture was degassed for an additional 5-10 minutes. The mixture was then immersed in an oil bath at 80° C. and stirred under a positive nitrogen pressure for 3 hours. Organic iridium complex XXVI, 34 mg (0.04 mmol) was added and heating was continued for an additional 18 hours. The reaction mixture was stirred at ambient temperature with 20 mL 0.1N HCl and then filtered through CELITE. The organic phase was diluted with toluene (15-20 mL), washed with water (2×25 mL), saturated NaCl (1×25 mL) and then passed through a filter containing a layer of amine-functionalized silica gel and CELITE. The filtrate was concentrated on a rotary evaporator and the product polymeric organic iridium complex XLVI was isolated by precipitation into 5 volumes of methanol. The salmon colored polymer was redissolved in CH2Cl2 and reprecipitated into methanol. Solids were then stirred in a mixture of water and methanol (9/1), collected and stirred with methanol for 2 hrs. The iridium complex end-capped polyfluorene XLVI was collected by filtration and dried in a vacuum oven. Gel permeation chromatographic analysis indicates Mw=21076 and Mw/Mn=2.68.
Reference： [1]Current Patent Assignee: BOE TECHNOLOGY GROUP CO., LTD. - US2008/27028, 2008, A1 Location in patent: Page/Page column 44
  • 22
  • [ 3972-65-4 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • poly(dioctylfuorene), prepared by the Suzuki method, terminated with p-tert-butyl benzene end-caps, Mw=16.0E4, PDI=3.21; monomer(s): 9,9-dioctylfluorene-2,7-bis(trimethyleneboronate); 2,7-dibromo-9,9-dioctylfluorene; p-(t-butyl)bromobenzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2,7-dibromo-9,9-dioctylfluorene; 2,7-bis(1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene With tetrakis(triphenylphosphine) palladium(0); Aliquat; potassium carbonate In water; toluene at 85℃; for 120h; Stage #2: 1-bromo-4-tert-butylbenzene In water; toluene for 48h; Heating; Further stages.;
Reference： [1]Chen, Xiwen; Liao, Jin-Long; Liang, Yongmin; Ahmed; Tseng, Hao-En; Chen, Show-An [Journal of the American Chemical Society, 2003, vol. 125, # 3, p. 636 - 637]
  • 23
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • poly(9,9-dioctylfluorene), Mw = 12100, PDI = 1.81; monomer(s): 9,9-dioctylfluorene-2,7-bis(trifluoromethylene boronate); 9,9-dioctyl-2,7-dibromofluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In toluene at 85 - 90℃; for 72h;
Reference： [1]Liu, Shu-Juan; Zhao, Qiang; Chen, Run-Feng; Deng, Yun; Fan, Qu-Li; Li, Fu-You; Wang, Lian-Hui; Huang, Chun-Hui; Huang, Wei [Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4351 - 4361]
  • 24
  • [ 932403-89-9 ]
  • [ 932403-99-1 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 51000 (GPC), PDI = 4.4 (GPC); monomer(s): tert-butyl 5,5'-(2,5-dibromo-1,4-phenylene)bis(oxy)bis(pentane-5,1-diyl)dicarbamate; 5,5'-(2,5-bis(2-ethylhexyloxy)-1,4-phenylene)bis(2-(4-bromophenyl)-1,3,4-oxadiazole) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In tetrahydrofuran at 80℃; for 36h;
Reference： [1]Lee, Kangwon; Rouillard, Jean-Marie; Pham, Trinh; Gulari, Erdogan; Kim, Jinsang [Angewandte Chemie - International Edition, 2007, vol. 46, # 25, p. 4667 - 4670]
  • 25
  • [ 15155-41-6 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn=20300, Mw=49100, PDI=2.42; monomer(s): 9,9-dioctyl-2,7-dibromofluorene; 9,9-dioctyl-2,7-bis(trimethyleneborate)fluorene; 4,7-diphenyl-2,1,3-benzothiadizole [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In toluene at 90℃; for 48h;
Reference： [1]Liu, Jun; Bu, Laju; Dong, Jinpeng; Zhou, Quanguo; Geng, Yanhou; Ma, Dongge; Wang, Lixiang; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2007, vol. 17, # 27, p. 2832 - 2838]
  • 26
  • [ 287966-64-7 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn=18100, Mw=46300, PDI=2.56; monomer(s): 9,9-dioctyl-2,7-dibromofluorene; 9,9-dioctyl-2,7-bis(trimethyleneborate)fluorene; 4,7-bis(4-bromophenyl)-2,1,3-benzothiadizole [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In toluene at 90℃; for 48h;
Reference： [1]Liu, Jun; Bu, Laju; Dong, Jinpeng; Zhou, Quanguo; Geng, Yanhou; Ma, Dongge; Wang, Lixiang; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2007, vol. 17, # 27, p. 2832 - 2838]
  • 27
  • [ 287966-64-7 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn=15000, Mw=35000, PDI=2.33; monomer(s): 9,9-dioctyl-2,7-dibromofluorene; 9,9-dioctyl-2,7-bis(trimethyleneborate)fluorene; 4,7-bis(4-bromophenyl)-2,1,3-benzothiadizole [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In toluene at 90℃; for 48h;
Reference： [1]Liu, Jun; Bu, Laju; Dong, Jinpeng; Zhou, Quanguo; Geng, Yanhou; Ma, Dongge; Wang, Lixiang; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2007, vol. 17, # 27, p. 2832 - 2838]
  • 28
  • [ 287966-64-7 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn=17500, Mw=43100, PDI=2.47; monomer(s): 9,9-dioctyl-2,7-dibromofluorene; 9,9-dioctyl-2,7-bis(trimethyleneborate)fluorene; 4,7-bis(4-bromophenyl)-2,1,3-benzothiadizole [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In toluene at 90℃; for 48h;
Reference： [1]Liu, Jun; Bu, Laju; Dong, Jinpeng; Zhou, Quanguo; Geng, Yanhou; Ma, Dongge; Wang, Lixiang; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2007, vol. 17, # 27, p. 2832 - 2838]
  • 29
  • C33H52B2O4 [ No CAS ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 4.3 g / aq. H2SO4 / cooling 2: 72 percent / toluene / 10 h / Heating
Reference： [1]Liu, Shu-Juan; Zhao, Qiang; Chen, Run-Feng; Deng, Yun; Fan, Qu-Li; Li, Fu-You; Wang, Lian-Hui; Huang, Chun-Hui; Huang, Wei [Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4351 - 4361]
  • 30
  • [ 86-73-7 ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: 85 percent / KOH / tetrahydrofuran / 20 °C 2.1: ferric chloride; bromine / CHCl3 / 3 h / 20 °C 3.1: Mg; iodine / tetrahydrofuran 3.2: tetrahydrofuran / -78 - 20 °C 4.1: 4.3 g / aq. H2SO4 / cooling 5.1: 72 percent / toluene / 10 h / Heating
Reference： [1]Liu, Shu-Juan; Zhao, Qiang; Chen, Run-Feng; Deng, Yun; Fan, Qu-Li; Li, Fu-You; Wang, Lian-Hui; Huang, Chun-Hui; Huang, Wei [Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4351 - 4361]
  • 31
  • [ 111-83-1 ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: 85 percent / KOH / tetrahydrofuran / 20 °C 2.1: ferric chloride; bromine / CHCl3 / 3 h / 20 °C 3.1: Mg; iodine / tetrahydrofuran 3.2: tetrahydrofuran / -78 - 20 °C 4.1: 4.3 g / aq. H2SO4 / cooling 5.1: 72 percent / toluene / 10 h / Heating
Reference： [1]Liu, Shu-Juan; Zhao, Qiang; Chen, Run-Feng; Deng, Yun; Fan, Qu-Li; Li, Fu-You; Wang, Lian-Hui; Huang, Chun-Hui; Huang, Wei [Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4351 - 4361]
  • 32
  • [ 123863-99-0 ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: ferric chloride; bromine / CHCl3 / 3 h / 20 °C 2.1: Mg; iodine / tetrahydrofuran 2.2: tetrahydrofuran / -78 - 20 °C 3.1: 4.3 g / aq. H2SO4 / cooling 4.1: 72 percent / toluene / 10 h / Heating
Reference： [1]Liu, Shu-Juan; Zhao, Qiang; Chen, Run-Feng; Deng, Yun; Fan, Qu-Li; Li, Fu-You; Wang, Lian-Hui; Huang, Chun-Hui; Huang, Wei [Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4351 - 4361]
  • 33
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: Mg; iodine / tetrahydrofuran 1.2: tetrahydrofuran / -78 - 20 °C 2.1: 4.3 g / aq. H2SO4 / cooling 3.1: 72 percent / toluene / 10 h / Heating
Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 °C 1.2: triisopropylborate / tetrahydrofuran; hexane / -78 - 20 °C 1.3: aq. HCl / tetrahydrofuran; hexane; H2O 2.1: 3.45 g / toluene / 10 h / Heating
Multi-step reaction with 2 steps 1.1: magnesium; iodine / tetrahydrofuran / Heating 1.2: 31 percent / triethyl borate / tetrahydrofuran / 48 h / 20 °C 2.1: 76 percent / toluene / 10 h / Heating
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C 1.2: -78 - 20 °C 2.1: toluene / 10 h / Reflux
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 °C 1.2: 21 h / -78 - 20 °C 2.1: toluene / 12 h / Reflux

Reference： [1]Liu, Shu-Juan; Zhao, Qiang; Chen, Run-Feng; Deng, Yun; Fan, Qu-Li; Li, Fu-You; Wang, Lian-Hui; Huang, Chun-Hui; Huang, Wei [Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4351 - 4361]
[2]Xin, Yu; Wen, Gui-An; Zeng, Wen-Jing; Zhao, Lei; Zhu, Xing-Rong; Fan, Qu-Li; Feng, Jia-Chun; Wang, Lian-Hui; Wei, Wei; Peng, Bo; Cao, Yong; Huang, Wei [Macromolecules, 2005, vol. 38, # 16, p. 6755 - 6758]
[3]Chen, Xiwen; Liao, Jin-Long; Liang, Yongmin; Ahmed; Tseng, Hao-En; Chen, Show-An [Journal of the American Chemical Society, 2003, vol. 125, # 3, p. 636 - 637]
[4]Bera, Manas Kumar; Chakraborty, Chanchal; Singh, Pradeep Kumar; Sahu, Chandan; Sen, Kaushik; Maji, Samir; Das, Abhijit Kumar; Malik, Sudip [Journal of Materials Chemistry B, 2014, vol. 2, # 29, p. 4733 - 4739]
[5]Padalkar, Vikas S.; Sakamaki, Daisuke; Tohnai, Norimitsu; Akutagawa, Tomoyuki; Sakai, Ken-Ichi; Seki, Shu [RSC Advances, 2015, vol. 5, # 98, p. 80283 - 80296]
  • 34
  • [ 111-83-1 ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran / 60 °C 1.2: 75.3 percent / tetrahydrofuran / Heating 2.1: magnesium; iodine / tetrahydrofuran / Heating 2.2: 31 percent / triethyl borate / tetrahydrofuran / 48 h / 20 °C 3.1: 76 percent / toluene / 10 h / Heating
Reference： [1]Chen, Xiwen; Liao, Jin-Long; Liang, Yongmin; Ahmed; Tseng, Hao-En; Chen, Show-An [Journal of the American Chemical Society, 2003, vol. 125, # 3, p. 636 - 637]
  • 35
  • [ 16433-88-8 ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran / 60 °C 1.2: 75.3 percent / tetrahydrofuran / Heating 2.1: magnesium; iodine / tetrahydrofuran / Heating 2.2: 31 percent / triethyl borate / tetrahydrofuran / 48 h / 20 °C 3.1: 76 percent / toluene / 10 h / Heating
Reference： [1]Chen, Xiwen; Liao, Jin-Long; Liang, Yongmin; Ahmed; Tseng, Hao-En; Chen, Show-An [Journal of the American Chemical Society, 2003, vol. 125, # 3, p. 636 - 637]
  • 36
  • [ 845778-61-2 ]
  • [ 317802-08-7 ]
  • poly(9,9-dioctylfluorene-co-3,4-dimethylthieno[2,3-b]thiophene), Mn = 34000, Mw = 90000, polydispersity 2.6; monomer(s): 2,5-dibromo-3,4-dimethylthieno[2,3-b]thiophene; 9,9-dioctylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% With tetrakis(triphenylphosphine) palladium(0); tetraethylammonium hydroxide In toluene for 16h; Heating;
Reference： [1]Gather, Malte C.; Heeney, Martin; Zhang, Weimin; Whitehead, Katherine S.; Bradley, Donal D. C.; McCulloch, Iain; Campbell, Alasdair J. [Chemical Communications, 2008, # 9, p. 1079 - 1081]
  • 37
  • [ 926040-33-7 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 2.16E4, PDI = 2.07 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; potassium carbonate In toluene at 90℃; for 48h;
Reference： [1]Liu, Jun; Chen, Lei; Shao, Shiyang; Xie, Zhiyuan; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2008, vol. 18, # 3, p. 319 - 327]
  • 38
  • [ 1004510-88-6 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 2.11E4, PDI = 2.00 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; potassium carbonate In toluene at 90℃; for 48h;
Reference： [1]Liu, Jun; Chen, Lei; Shao, Shiyang; Xie, Zhiyuan; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2008, vol. 18, # 3, p. 319 - 327]
  • 39
  • [ 1004510-88-6 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 2.43E4, PDI = 2.14 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; potassium carbonate In toluene at 90℃; for 48h;
Reference： [1]Liu, Jun; Chen, Lei; Shao, Shiyang; Xie, Zhiyuan; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2008, vol. 18, # 3, p. 319 - 327]
  • 40
  • [ 1004510-88-6 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 2.63E4, PDI = 2.03 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; potassium carbonate In toluene at 90℃; for 48h;
Reference： [1]Liu, Jun; Chen, Lei; Shao, Shiyang; Xie, Zhiyuan; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2008, vol. 18, # 3, p. 319 - 327]
  • 41
  • [ 1004510-89-7 ]
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 2.24E4, PDI = 2.09 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; potassium carbonate In toluene at 90℃; for 48h;
Reference： [1]Liu, Jun; Chen, Lei; Shao, Shiyang; Xie, Zhiyuan; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2008, vol. 18, # 3, p. 319 - 327]
  • 42
  • [ 198964-46-4 ]
  • [ 317802-08-7 ]
  • polymer, Mn = 2.47E4, PDI = 2.09; monomer(s): 2,7-dibromo-9,9-dioctylfluorene; 2,7-bis(trimethyleneborate)-9,9-dioctylfluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Aliquat 336; potassium carbonate In toluene at 90℃; for 48h;
Reference： [1]Liu, Jun; Chen, Lei; Shao, Shiyang; Xie, Zhiyuan; Cheng, Yanxiang; Geng, Yanhou; Wang, Lixiang; Jing, Xiabin; Wang, Fosong [Journal of Materials Chemistry, 2008, vol. 18, # 3, p. 319 - 327]
  • 43
  • [ 198964-46-4 ]
  • [ 504-63-2 ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2,7-dibromo-9,9-dioctylfluorene With magnesium In tetrahydrofuran Stage #2: With Trimethyl borate In tetrahydrofuran at -70℃; Stage #3: trimethyleneglycol Further stages;
Reference： [1]Chen, Run-Feng; Zhu, Rui; Fan, Qu-Li; Huang, Wei [Organic Letters, 2008, vol. 10, # 13, p. 2913 - 2916]
  • 44
  • [ 636-98-6 ]
  • [ 317802-08-7 ]
  • [ 1206629-74-4 ]
YieldReaction ConditionsOperation in experiment
98% With tetrakis(triphenylphosphine) palladium(0); tripotassium phosphate "n" hydrate In toluene for 24h; Inert atmosphere; Reflux;
Reference： [1]Location in patent: experimental part Kotaka, Hidehiro; Konishi, Gen-ichi; Mizuno, Kazuhiko [Tetrahedron Letters, 2010, vol. 51, # 1, p. 181 - 184]
  • 45
  • [ 591-50-4 ]
  • [ 317802-08-7 ]
  • 2,7-bis(phenylene)-9,9-dioctylfluorene [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% With tetrakis(triphenylphosphine) palladium(0); tripotassium phosphate "n" hydrate In toluene for 24h; Inert atmosphere; Reflux;
Reference： [1]Location in patent: experimental part Kotaka, Hidehiro; Konishi, Gen-ichi; Mizuno, Kazuhiko [Tetrahedron Letters, 2010, vol. 51, # 1, p. 181 - 184]
  • 46
  • [ 3058-39-7 ]
  • [ 317802-08-7 ]
  • [ 1206629-73-3 ]
YieldReaction ConditionsOperation in experiment
87% With tetrakis(triphenylphosphine) palladium(0); tripotassium phosphate "n" hydrate In toluene for 24h; Inert atmosphere; Reflux;
Reference： [1]Location in patent: experimental part Kotaka, Hidehiro; Konishi, Gen-ichi; Mizuno, Kazuhiko [Tetrahedron Letters, 2010, vol. 51, # 1, p. 181 - 184]
  • 47
  • [ 619-44-3 ]
  • [ 317802-08-7 ]
  • [ 415707-95-8 ]
YieldReaction ConditionsOperation in experiment
73% With tetrakis(triphenylphosphine) palladium(0); tripotassium phosphate "n" hydrate In toluene for 24h; Inert atmosphere; Reflux;
Reference： [1]Location in patent: experimental part Kotaka, Hidehiro; Konishi, Gen-ichi; Mizuno, Kazuhiko [Tetrahedron Letters, 2010, vol. 51, # 1, p. 181 - 184]
  • 48
  • [ 17881-56-0 ]
  • [ 317802-08-7 ]
  • [ 1206629-72-2 ]
YieldReaction ConditionsOperation in experiment
64% With tetrakis(triphenylphosphine) palladium(0); tripotassium phosphate "n" hydrate In toluene for 24h; Inert atmosphere; Reflux;
Reference： [1]Location in patent: experimental part Kotaka, Hidehiro; Konishi, Gen-ichi; Mizuno, Kazuhiko [Tetrahedron Letters, 2010, vol. 51, # 1, p. 181 - 184]
  • 49
  • 2-bromo-9,9-bis[(S)-2-methylbutyl]fluorene [ No CAS ]
  • [ 317802-08-7 ]
  • [ 1263093-71-5 ]
YieldReaction ConditionsOperation in experiment
67% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In toluene
Reference： [1]Location in patent: experimental part Chinelatto Jr.; del Barrio; Piñol; Oriol; Matranga; De Santo; Barberi [Journal of Photochemistry and Photobiology A: Chemistry, 2010, vol. 210, # 2-3, p. 130 - 139]
  • 50
  • [ 78751-74-3 ]
  • [ 317802-08-7 ]
  • [ 1253691-00-7 ]
YieldReaction ConditionsOperation in experiment
24% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene for 24h; Inert atmosphere; Reflux;
Reference： [1]Location in patent: experimental part Sumi, Kentaro; Konishi, Gen-Ichi [Molecules, 2010, vol. 15, # 11, p. 7582 - 7592]
  • 51
  • [ 1261172-47-7 ]
  • [ 317802-08-7 ]
  • [ 1261172-44-4 ]
YieldReaction ConditionsOperation in experiment
56% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In toluene at 90℃; Inert atmosphere;
Reference： [1]Location in patent: experimental part Del Barrio, Jesus; Chinelatto Jr., Luiz Silvino; Serrano, Jose Luis; Oriol, Luis; Pinol, Milagros; Bolink, Henk J. [New Journal of Chemistry, 2010, vol. 34, # 12, p. 2785 - 2795]
  • 52
  • [ 302554-80-9 ]
  • [ 317802-08-7 ]
  • 9,9,9',9',9'',9''-hexaoctyl-9H,9'H,9''H-[2,2';7',2'']terfluorene [ No CAS ]
Reference： [1]Journal of Polymer Science, Part A: Polymer Chemistry,2012,vol. 50,p. 5107 - 5114
  • 53
  • [ 40000-20-2 ]
  • [ 317802-08-7 ]
  • [ 1401414-33-2 ]
Reference： [1]Chemistry - An Asian Journal,2013,vol. 8,p. 76 - 79
[2]Synthesis,2013,vol. 45,p. 753 - 758
  • 54
  • [ 851916-54-6 ]
  • [ 317802-08-7 ]
  • [ 1439383-60-4 ]
YieldReaction ConditionsOperation in experiment
60% With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere;
Reference： [1]Hossain, Md. Delwar; Higuchi, Masayoshi [Synthesis, 2013, vol. 45, # 6, p. 753 - 758]
  • 55
  • [ 40000-20-2 ]
  • [ 317802-08-7 ]
  • C53H54N4*BF4(1-)*Ag(1+) [ No CAS ]
Reference： [1]Synthesis,2013,vol. 45,p. 753 - 758
  • 56
  • [ 302554-80-9 ]
  • [ 317802-08-7 ]
  • C61H87BO2 [ No CAS ]
Reference： [1]Journal of Materials Chemistry C,2013,vol. 1,p. 6585 - 6593
  • 57
  • [ 3132-99-8 ]
  • [ 317802-08-7 ]
  • [ 887830-34-4 ]
YieldReaction ConditionsOperation in experiment
65% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 90℃; for 24h; Inert atmosphere;
Reference： [1]Bera, Manas Kumar; Chakraborty, Chanchal; Singh, Pradeep Kumar; Sahu, Chandan; Sen, Kaushik; Maji, Samir; Das, Abhijit Kumar; Malik, Sudip [Journal of Materials Chemistry B, 2014, vol. 2, # 29, p. 4733 - 4739]
  • 58
  • [ 1761-61-1 ]
  • [ 317802-08-7 ]
  • [ 1620054-41-2 ]
YieldReaction ConditionsOperation in experiment
89% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 110℃; for 24h; Inert atmosphere;
60% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 90℃; for 24h; Inert atmosphere;
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran
Reference： [1]Padalkar, Vikas S.; Sakamaki, Daisuke; Tohnai, Norimitsu; Akutagawa, Tomoyuki; Sakai, Ken-Ichi; Seki, Shu [RSC Advances, 2015, vol. 5, # 98, p. 80283 - 80296]
[2]Bera, Manas Kumar; Chakraborty, Chanchal; Singh, Pradeep Kumar; Sahu, Chandan; Sen, Kaushik; Maji, Samir; Das, Abhijit Kumar; Malik, Sudip [Journal of Materials Chemistry B, 2014, vol. 2, # 29, p. 4733 - 4739]
[3]Bera, Manas Kumar; Chakraborty, Chanchal; Malik, Sudip [New Journal of Chemistry, 2016, vol. 40, # 9, p. 8074 - 8080]
  • 59
  • [ 583-55-1 ]
  • [ 201230-82-2 ]
  • [ 317802-08-7 ]
  • 6,6-dioctyl-6H-cyclopenta[2,1-b:3,4-b']difluorene-12,15-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
36% With palladium diacetate; caesium carbonate; tricyclohexylphosphine; Trimethylacetic acid In toluene at 100℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube;
36% With palladium diacetate; caesium carbonate; tricyclohexylphosphine; Trimethylacetic acid In toluene at 100℃; for 12h; Schlenk technique; Inert atmosphere; Glovebox; 22 Example 22 under the protection of nitrogen, in a Schlenk reaction tube joining the 9,9-dioctylfluorene-2,7-diboronic acid bis(1,3-propanediol)ester (0.3mmol, 167 mg), cesium carbonate (1.5mmol, 489 mg), palladium acetate (0.025mmol, 5.6 mg), and placed in the glove box, adding three-ring hexyl phosphine (0.05mmol, 14 mg), after taking out the CO gas atmosphere is replaced, in the system adding O bromine monoiodo-benzene (0.5mmol, 64 . 2uL), trimethylacetic acid (0.5mmol, 51 mg), then add 3 ml toluene, stirring 5 minutes, the reaction tube is arranged in the 100 °C oil bath pot reaction 12 hours. After the reaction, in the system by adding 3 ml of saturated ammonium chloride solution quenching reaction. All three times by adding 15 ml of ethyl acetate, the combined organic phase, the dried with anhydrous sodium sulfate, column chromatography, to obtain the product, and the yield is 36% (breakdown of 3).
Reference： [1]Song, Juan; Wei, Fuliang; Sun, Wei; Li, Ke; Tian, Yanan; Liu, Chao; Li, Yali; Xie, Linghai [Organic Letters, 2015, vol. 17, # 9, p. 2106 - 2109]
[2]Current Patent Assignee: NANJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS - CN104844400, 2017, B Location in patent: Paragraph 0080; 0083
  • 60
  • [ 201230-82-2 ]
  • [ 317802-08-7 ]
  • 1-bromo-4-fluoro-2-iodobenzene [ No CAS ]
  • 3,9-difluoro-6,6-dioctyl-6H-cyclopenta[2,1-b:3,4-b']difluorene-12,15-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
22% With palladium diacetate; caesium carbonate; tricyclohexylphosphine; Trimethylacetic acid In toluene at 100℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube;
22% With palladium diacetate; caesium carbonate; tricyclohexylphosphine; Trimethylacetic acid In toluene at 100℃; for 12h; Schlenk technique; Inert atmosphere; Glovebox; 23 Example 23 under the protection of nitrogen, in a Schlenk reaction tube joining the 9,9-dioctylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester (0.3mmol, 167 mg), cesium carbonate (1.5mmol, 489 mg), palladium acetate (0.025mmol, 5.6 mg), and placed in the glove box, adding three-ring hexyl phosphine (0.05mmol, 14 mg), after taking out the CO gas atmosphere is replaced, in the system are sequentially added into a 1 - bromo -4 - fluoro -2 - iodobenzene (0.5mmol, 66uL), trimethylacetic acid (0.5mmol, 51 mg), then add 3 ml toluene, stirring 5 minutes, the reaction tube is arranged in the 100 °C pot reaction 12 hours. After the reaction, in the system by adding 3 ml of saturated ammonium chloride solution quenching reaction. All three times by adding 15 ml of ethyl acetate, the combined organic phase, the dried with anhydrous sodium sulfate, column chromatography, to obtain the product, and the yield is 22% (breakdown of 3).
Reference： [1]Song, Juan; Wei, Fuliang; Sun, Wei; Li, Ke; Tian, Yanan; Liu, Chao; Li, Yali; Xie, Linghai [Organic Letters, 2015, vol. 17, # 9, p. 2106 - 2109]
[2]Current Patent Assignee: NANJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS - CN104844400, 2017, B Location in patent: Paragraph 0081; 0083; 0084
  • 61
  • C33H52B2O4 [ No CAS ]
  • [ 504-63-2 ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
1.8 g In toluene for 12h; Reflux;
Reference： [1]Padalkar, Vikas S.; Sakamaki, Daisuke; Tohnai, Norimitsu; Akutagawa, Tomoyuki; Sakai, Ken-Ichi; Seki, Shu [RSC Advances, 2015, vol. 5, # 98, p. 80283 - 80296]
  • 62
  • [ 317802-08-7 ]
  • 4,4'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(2-(benzo[d]thiazol-2-yl)phenol) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; water / 24 h / 110 °C / Inert atmosphere 2: dihydrogen peroxide; hydrogenchloride / water; ethanol / 24 h / 22 °C
Reference： [1]Padalkar, Vikas S.; Sakamaki, Daisuke; Tohnai, Norimitsu; Akutagawa, Tomoyuki; Sakai, Ken-Ichi; Seki, Shu [RSC Advances, 2015, vol. 5, # 98, p. 80283 - 80296]
  • 63
  • [ 317802-08-7 ]
  • 4,4'-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(2-(benzo[d]imidazole-2-yl)phenol) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; water / 24 h / 110 °C / Inert atmosphere 2: dihydrogen peroxide; hydrogenchloride / water; ethanol / 24 h / 22 °C
Reference： [1]Padalkar, Vikas S.; Sakamaki, Daisuke; Tohnai, Norimitsu; Akutagawa, Tomoyuki; Sakai, Ken-Ichi; Seki, Shu [RSC Advances, 2015, vol. 5, # 98, p. 80283 - 80296]
  • 64
  • [ 121-43-7 ]
  • [ 198964-46-4 ]
  • [ 504-63-2 ]
  • [ 317802-08-7 ]
YieldReaction ConditionsOperation in experiment
Stage #1: Trimethyl borate; 2,7-dibromo-9,9-dioctylfluorene With n-butyllithium In tetrahydrofuran at -78℃; Stage #2: trimethyleneglycol In toluene Reflux;
Reference： [1]Bera, Manas Kumar; Chakraborty, Chanchal; Malik, Sudip [New Journal of Chemistry, 2016, vol. 40, # 9, p. 8074 - 8080]

Tags: 317802-08-7 synthesis path| 317802-08-7 SDS| 317802-08-7 COA| 317802-08-7 purity| 317802-08-7 application| 317802-08-7 NMR| 317802-08-7 COA| 317802-08-7 structure

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