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Chemistry
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Aliphatic Cyclic Hydrocarbons
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[Rh(Cp-)Cl2]2
Chemistry
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Metal Catalysts Alkenes Rhodium
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Metal Catalysts Chlorides Metal Catalysts Rhodiums pentamethylcyclopentadienyl

[ CAS No. 12354-85-7 ] {[proInfo.proName]}

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Chemical Structure| 12354-85-7
Chemical Structure| 12354-85-7
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Quality Control of [ 12354-85-7 ]

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Product Details of [ 12354-85-7 ]

CAS No. :12354-85-7 MDL No. :MFCD00061552
Formula : C20H30Cl4Rh2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 618.08 Pubchem ID :-
Synonyms :
Chemical Name :Dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

Safety of [ 12354-85-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P501-P261-P270-P271-P264-P280-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P302+P352+P312-P304+P340+P312 UN#:N/A
Hazard Statements:H302+H312+H332-H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 12354-85-7 ]

* 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 [ 12354-85-7 ]

[ 12354-85-7 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 12354-85-7 ]
  • [ 55397-88-1 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
30.6% With n-BuLi In tetrahydrofuran -78°C for 15 min, then addition ((C5Me5)RhCl2)2; 1.25 h at -78°C, allowed to warm slowly to -5°C, under N2; solvent removed under vac., material transferred to the drybox, the dark residue trituated with hexane, filtration, hexane-soluble fraction chromd. over alumina, elution by a hexane-benzene mixture, recrystd. from hexane under N2; elem. anal.;
Reference： [1]Finke,R.G.; Gaughan,G.; Pierpont,C. [Journal of the American Chemical Society, 1981, vol. 103, p. 1394]
  • 2
  • [ 12354-85-7 ]
  • [ 1569538-07-3 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
81% With sodium hydride In tetrahydrofuran Inert atmosphere; Schlenk technique; Synthesis of Rh(Cp*)[(3,5-bis(trifluoromethyl)benzoyl)(2-(2-pyridyl)phenyl)amide]Cl (1) A mixture of 130 mg NaH (5.4 mmol), 415 mg proligand 3,5-bis(trifluoromethyl)-N-(2-(2-pyridyl)phenyl)benzamide (1.0 mmol), and 25 mL of THF were stirred for 1.5 h and then filtered by cannula onto 300 mg [Rh(Cp*)(Cl)2]2 (0.49 mmol). The rhodium dimer had been dried by heating at 40 °C under high vacuum the previous night. After stirring the reaction mixture overnight, dichloromethane was added until the colored solids dissolved. The mixture was filtered by cannula and the solvent was removed under reduced pressure. The solid was redissolved in minimal dichloromethane and slowly added to chilled (-78 °C), rapidly stirring pentane (35 mL). The mixture was filtered via cannula, and the solid was placed under high vacuum overnight while heating at 40 °C. An orange powder was isolated (542 mg, 81%). Anal. Calcd. (found) for C30H26N2F6RhOCl: C, 52.76 (52.63); H, 3.84 (3.78); N, 4.10 (3.98). 1H NMR (600 MHz, CD2Cl2) δ 9.01 (d, J = 4.8, 1H), 7.93 (td, J = 7.8 and 1.2, 1H), 7.85 (d, J = 7.8, 1H), 7.79 (s, 2H), 7.66 (s, 1H), 7.58 (dd, J = 7.8 and 1.2, 1H), 7.40 (td, J = 6.6 and 1.2, 1H), 7.07 (td, J = 7.8 and 1.2, 1H), 6.97 (t, J = 7.2, 1H), 6.60 (d, J = 7.8, 1H), 1.43 (s, 15H). 13C{1H} NMR (150 MHz, CD2Cl2) δ 171.3, 156.8, 155.1, 149.9, 142.5, 138.9, 131.8, 130.9, 130.6, 130.5 (q, 2 bond JC-F = 33), 130.3, 128.9, 123.9, 123.8 (q, 1 bond JC-F = 272), 123.1, 122.4 (septet, 3 bond JC-F = 3), 122.0, 94.6 (d, JC-Rh = 8), 8.7.
Reference： [1]Turlington, Christopher R.; White, Peter S.; Brookhart, Maurice; Templeton, Joseph L. [Journal of Organometallic Chemistry, 2015, vol. 792, p. 81 - 87]
  • 3
  • [ 12354-85-7 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
58% With sodium ethanolate In ethanol at 20℃; for 2h; 2.2 Synthesis of complexes Synthesis of (Cp*)Rh(L1)Cl (1). [(Cp*)RhCl2]2 (30.9 mg, 0.05 mmol), L1 (27.6 mg, 0.1 mmol) and C2H5ONa (10.2 mg, 0.15 mmol) were dissolved in 6 mL of ethanol. The reaction mixture was stirred at room temperature. After 2 h, the mixture was dried in vacuo, the residue was redissolved in CH2Cl2 or CHCl3 (10 mL) and the mixture was filtered to remove sodium chloride. Removal of the solvent gave a red solid, which was further purified by recrystallization from ethanol and hexane. Yield: 39.1 mg, 58%. HR-ESI-MS (MeOH) m/z [Found(Calcd)]: 513.1310 (513.1301) (100%) [η5-C5(CH3)5]Rh(L1)}+. 1H NMR (300 MHz, CDCl3, 25 °C) δ, ppm: 1.73 (s, 15H, η5-C5(CH3)5), 5.48 (s, 1H, -CH1), 6.68 (d, 2H, J = 15.7 Hz, 2 * =CH3,3'), 7.34-7.39 (m, 6H, 4 * -ArH7,7',9,9' and 2 * -ArH8,8'), 7.54 (dd, 4H, J = 6.8 Hz, 4 * -ArH6,6',10,10'), 7.67 (d, 2H, J = 15.7 Hz, 2 * =CH4,4'). 13C NMR (150 MHz, CDCl3) δ, ppm: 8.58 (s, CCH3), 92.14, 92.23 (d, CCH3), 102.55 (s, C1 of curc), 127.75 (s, C7,7',9,9' of curc), 128.65 (s, C3,3' of curc),128.77 (s, C6,6',10,10' of curc), 129.13 (s, C8,8' of curc), 135.98 (s, C5,5' of curc), 138.29 (s, C4,4' of curc), 178.56 (s, C2,2' of curc). Anal. Calcd for C29H30O2RhCl·1/2CH2Cl2: C, 59.91; H, 5.28; N, 0. Found: C, 59.79; H, 5.39; N, <0.30.
Reference： [1]Su, Wei; Wang, Xiaohui; Lei, Xiaolin; Xiao, Qi; Huang, Shan; Li, Peiyuan [Journal of Organometallic Chemistry, 2017, vol. 833, p. 54 - 60]
  • 4
  • [ 12354-85-7 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
69% With sodium ethanolate In ethanol at 20℃; for 2h; 2.2 Synthesis of complexes General procedure: Synthesis of (Cp*)Rh(L1)Cl (1). [(Cp*)RhCl2]2 (30.9 mg, 0.05 mmol), L1 (27.6 mg, 0.1 mmol) and C2H5ONa (10.2 mg, 0.15 mmol) were dissolved in 6 mL of ethanol. The reaction mixture was stirred at room temperature. After 2 h, the mixture was dried in vacuo, the residue was redissolved in CH2Cl2 or CHCl3 (10 mL) and the mixture was filtered to remove sodium chloride. Removal of the solvent gave a red solid, which was further purified by recrystallization from ethanol and hexane. Yield: 39.1 mg, 58%.
Reference： [1]Su, Wei; Wang, Xiaohui; Lei, Xiaolin; Xiao, Qi; Huang, Shan; Li, Peiyuan [Journal of Organometallic Chemistry, 2017, vol. 833, p. 54 - 60]
  • 5
  • [ 12354-85-7 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
54% With sodium ethanolate In ethanol at 20℃; for 2h; 2.2 Synthesis of complexes General procedure: Synthesis of (Cp*)Rh(L1)Cl (1). [(Cp*)RhCl2]2 (30.9 mg, 0.05 mmol), L1 (27.6 mg, 0.1 mmol) and C2H5ONa (10.2 mg, 0.15 mmol) were dissolved in 6 mL of ethanol. The reaction mixture was stirred at room temperature. After 2 h, the mixture was dried in vacuo, the residue was redissolved in CH2Cl2 or CHCl3 (10 mL) and the mixture was filtered to remove sodium chloride. Removal of the solvent gave a red solid, which was further purified by recrystallization from ethanol and hexane. Yield: 39.1 mg, 58%.
Reference： [1]Su, Wei; Wang, Xiaohui; Lei, Xiaolin; Xiao, Qi; Huang, Shan; Li, Peiyuan [Journal of Organometallic Chemistry, 2017, vol. 833, p. 54 - 60]
  • 6
  • [ 12354-85-7 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
67% With sodium ethanolate In ethanol at 20℃; for 2h; 2.2 Synthesis of complexes General procedure: Synthesis of (Cp*)Rh(L1)Cl (1). [(Cp*)RhCl2]2 (30.9 mg, 0.05 mmol), L1 (27.6 mg, 0.1 mmol) and C2H5ONa (10.2 mg, 0.15 mmol) were dissolved in 6 mL of ethanol. The reaction mixture was stirred at room temperature. After 2 h, the mixture was dried in vacuo, the residue was redissolved in CH2Cl2 or CHCl3 (10 mL) and the mixture was filtered to remove sodium chloride. Removal of the solvent gave a red solid, which was further purified by recrystallization from ethanol and hexane. Yield: 39.1 mg, 58%.
Reference： [1]Su, Wei; Wang, Xiaohui; Lei, Xiaolin; Xiao, Qi; Huang, Shan; Li, Peiyuan [Journal of Organometallic Chemistry, 2017, vol. 833, p. 54 - 60]
  • 7
  • [ 12354-85-7 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
70% With sodium ethanolate In ethanol at 20℃; for 2h; 2.2 Synthesis of complexes General procedure: Synthesis of (Cp*)Rh(L1)Cl (1). [(Cp*)RhCl2]2 (30.9 mg, 0.05 mmol), L1 (27.6 mg, 0.1 mmol) and C2H5ONa (10.2 mg, 0.15 mmol) were dissolved in 6 mL of ethanol. The reaction mixture was stirred at room temperature. After 2 h, the mixture was dried in vacuo, the residue was redissolved in CH2Cl2 or CHCl3 (10 mL) and the mixture was filtered to remove sodium chloride. Removal of the solvent gave a red solid, which was further purified by recrystallization from ethanol and hexane. Yield: 39.1 mg, 58%.
Reference： [1]Su, Wei; Wang, Xiaohui; Lei, Xiaolin; Xiao, Qi; Huang, Shan; Li, Peiyuan [Journal of Organometallic Chemistry, 2017, vol. 833, p. 54 - 60]
  • 8
  • [ 12354-85-7 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
65% With sodium ethanolate In ethanol at 20℃; for 2h; 2.2 Synthesis of complexes General procedure: Synthesis of (Cp*)Rh(L1)Cl (1). [(Cp*)RhCl2]2 (30.9 mg, 0.05 mmol), L1 (27.6 mg, 0.1 mmol) and C2H5ONa (10.2 mg, 0.15 mmol) were dissolved in 6 mL of ethanol. The reaction mixture was stirred at room temperature. After 2 h, the mixture was dried in vacuo, the residue was redissolved in CH2Cl2 or CHCl3 (10 mL) and the mixture was filtered to remove sodium chloride. Removal of the solvent gave a red solid, which was further purified by recrystallization from ethanol and hexane. Yield: 39.1 mg, 58%.
Reference： [1]Su, Wei; Wang, Xiaohui; Lei, Xiaolin; Xiao, Qi; Huang, Shan; Li, Peiyuan [Journal of Organometallic Chemistry, 2017, vol. 833, p. 54 - 60]
  • 9
  • [ 12354-85-7 ]
  • [ CAS Unavailable ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
68% With sodium ethanolate In ethanol at 20℃; for 2h; 2.2 Synthesis of complexes General procedure: Synthesis of (Cp*)Rh(L1)Cl (1). [(Cp*)RhCl2]2 (30.9 mg, 0.05 mmol), L1 (27.6 mg, 0.1 mmol) and C2H5ONa (10.2 mg, 0.15 mmol) were dissolved in 6 mL of ethanol. The reaction mixture was stirred at room temperature. After 2 h, the mixture was dried in vacuo, the residue was redissolved in CH2Cl2 or CHCl3 (10 mL) and the mixture was filtered to remove sodium chloride. Removal of the solvent gave a red solid, which was further purified by recrystallization from ethanol and hexane. Yield: 39.1 mg, 58%.
Reference： [1]Su, Wei; Wang, Xiaohui; Lei, Xiaolin; Xiao, Qi; Huang, Shan; Li, Peiyuan [Journal of Organometallic Chemistry, 2017, vol. 833, p. 54 - 60]
  • 10
  • [ 12354-85-7 ]
  • [ 6965-02-2 ]
  • C34H40Cl2N4Rh2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol at 20℃; for 5h; Inert atmosphere; Schlenk technique; 4.2.3. Synthesis of [Cp*4Rh4(bibzIm)2(4-abpt)2](OTf)4 (3) 2,20-Bisbenzimidazole (0.03 mmol, 7.0 mg) was added into asolution of [Cp*RhCl2]2 (0.03 mmol, 18.6 mg) in MeOH (10 mL) wasstirred at room temperature for 5 h, and then AgOTf (0.12 mmol,30.8 mg) was added into the solution to take off all the chlorinumfor 5 h. After filtration to remove AgCl, 4-abpt (0.03 mmol, 7.1 mg)were added to the filtrate and was continued to stir for 24 h. Then,the solution was concentrated to give yellow solid, washed bydiethyl ether and dried in vacuum. Yield: 22 mg (58%). 1H NMR(400 MHz, CD3OD, ppm): 8.08 (q, 8H, AreH), 8.02 (d, J 8 Hz, 8H, 4-abpt), 7.54 (q, 8H, AreH), 7.43 (d, J 8 Hz, 8H, 4-abpt), 1.89 (s, 60H;Cp*). IR (KBr disk): 2973(w), 2930(w), 1613(m), 1569(w), 1450(s),1379(w), 1356(m), 1280(vs), 1252(vs), 1224(s), 1161(s), 1080(w),1065(w), 1029 (vs), 910(w), 838(w), 775(m), 745(m), 703(w),638 (vs), 573(w), 517(w) cm1. Anal. Calcd (%) forC96H96O12N20S4F12Rh4: C 46.31, H 3.89, N 11.25. Found: C 46.24, H3.80, N 11.18. Crystals suitable of 3 for an X-ray diffraction studywere obtained by slow diffusion of diethyl ether into a solution ofcomplex 3 in acetonitrile.
Reference： [1]Liu, Jing-Jing; Lin, Yue-Jian; Jin, Guo-Xin [Journal of Organometallic Chemistry, 2017, vol. 849-850, p. 332 - 336]

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