| 99% |
With hydrogen tetrafluoroborate; dicobalt octacarbonyl; p-dodecylbenzenesulfonic acid sodium salt In benzene at 55℃; for 4h; |
|
| 99% |
With 10% Pd on charcoal; diludine In ethanol for 4h; Reflux; |
|
| 99% |
With Pd(SIPr)(PCy3); hydrogen In methanol at 20℃; for 24h; |
|
| 99% |
With 4,4'-di-tert-butylbiphenyl; lithium; isopropanol; nickel (II) chloride In tetrahydrofuran at 20 - 76℃; Inert atmosphere; chemoselective reaction; |
|
| 99% |
With hydrogen; palladium diacetate; pyrographite In tetrahydrofuran; methanol at 25℃; for 12h; |
|
| 99% |
With borane-ammonia complex; Pd(SIPr)(PCy3) In isopropanol at 50℃; for 16h; Inert atmosphere; Glovebox; |
|
| 99% |
With 1,3,5-trimethyl-1,4-cyclohexadiene; bis(trifluoromethanesulfonyl)amide In dichloromethane at 20℃; for 12h; Schlenk technique; |
|
| 99% |
With palladium 10% on activated carbon; hydrogen at 20℃; for 18h; Sealed tube; |
|
| 99% |
With ethanol; (BQ‑NCOP)IrHCl; sodium tertiary butoxide at 60℃; for 3h; Inert atmosphere; Schlenk technique; Sealed tube; |
|
| 99% |
Stage #1: 1,1-Diphenylethylene With lithium triethylhydroborate; cobalt(II) dibromide In tetrahydrofuran Inert atmosphere; Glovebox;
Stage #2: With hydrogen In tetrahydrofuran at 20℃; for 3h; |
|
| 99% |
With cyclohexa-1,4-diene; C24H72Ba2N4Si8 In hexadeuterobenzene at 60℃; for 1.5h; Inert atmosphere; Schlenk technique; Sealed tube; |
|
| 99% |
With 1,2-bis[(2,6-diisopropylphenyl)imino]acenaphthenecobalt(II) dibromide; hydrogen; lithium triethylhydroborate In tetrahydrofuran at 20℃; for 3h; |
|
| 99% |
With 5%-palladium/activated carbon; hydrogen In methanol at 30℃; for 12h; |
|
| 99% |
With 5%-palladium/activated carbon; hydrogen In methanol at 30℃; for 12h; Sealed tube; |
|
| 99% |
With Pd/C; C24H16N2O4 In ethanol at 50℃; for 18h; Glovebox; |
|
| 99% |
With palladium on activated charcoal; hydrogen In methanol at 30℃; for 12h; |
|
| 98% |
With gallium(I) tetrachlorogallate(III); cyclohexa-1,4-diene In toluene at 110℃; for 1h; Inert atmosphere; |
|
| 97% |
With 1,3,5-trimethyl-1,4-cyclohexadiene; tris(pentafluorophenyl)borate at 20℃; for 8h; Glovebox; Inert atmosphere; |
|
| 97% |
With indium(III) bromide; cyclohexa-1,4-diene In 1,2-dichloro-ethane at 80℃; Sealed tube; Inert atmosphere; |
|
| 96% |
With iodine; hypophosphorous acid In glacial acetic acid for 24h; Heating; |
|
| 96% |
With triethylsilane; 4-Fluorothiophenol; fluorotris(pentafluorophenyl)phosphonium tetrakis(pentafluorophenyl)borate at 25℃; for 1h; chemoselective reaction; |
General Procedure for Olefin Transfer-Hydrogenation.
General procedure: To a solution of silane(1.0 Eq), RH (R = Ar2N, ArS, ArO, ArCO2) (1.0 Eq) and olefin (1.0-1.2 Eq) wasadded the [(C6F5)3PF][B(C6F5)4] (1.5 mol%) in C6D5Br or CD2Cl2 (0.5 M) at 25 °C. The reaction was monitored by NMR or TLC until completion. Yieldwas determined by 1H-NMR spectroscopy. For isolated yields, the reactionwas quenched with a diluted solution of NaHCO3 and the mixture wasextracted with CH2Cl2. The organic solution was dried over MgSO4, filtered,and evaporated. The crude was diluted with hexane and filtered over silica gel; products were eluted with hexane and Et2O for dibutyl 2-methylenesuccinate. The quality of the catalyst is again essential for the successful completion of the reaction |
| 96% |
With sodium tetrahydridoborate; di-μ-chlorobis-[(η6-p-cymene)chlororuthenium(II)]; water monomer In toluene Sealed tube; Molecular sieve; |
|
| 95% |
With tetraethylammonium tetrafluoroborate In N,N-dimethyl-formamide electrochemical reduction; |
|
| 95% |
With aluminum(III) oxide; sodium tetrahydridoborate In hexane at 40℃; |
|
| 95% |
With methanol; formic acid; water monomer In ethyl acetate at 25℃; for 4h; Irradiation; Inert atmosphere; |
|
| 95% |
Stage #1: 1,1-Diphenylethylene With sodium triethylborohydride In tetrahydrofuran at 70℃; for 12h;
Stage #2: With methanol In tetrahydrofuran |
|
| 94% |
With methanol In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 18h; Ambient temperature; |
|
| 94% |
With sodium tetrahydridoborate; water monomer In toluene at 100℃; for 22h; |
|
| 94% |
With 1,4-dioxane; di-μ-chlorobis[(1,2,5,6-η)-1,5-cyclooctadiene]diiridium; 1,2-bis-(dicyclohexylphosphino)ethane at 130℃; for 3h; Inert atmosphere; Sealed tube; chemoselective reaction; |
|
| 93% |
With palladium on activated charcoal; tetrabutylammonium bromide; water monomer; sodium hydroxide; silicon at 100℃; for 24h; |
|
| 93% |
With bis[chlorido(η2,η2-cycloocta-1,5-diene)rhodium(I)]; tetrahydroxydiborane; water monomer; triethylamine In tetrahydrofuran at 30℃; for 12h; Schlenk technique; Inert atmosphere; |
|
| 93% |
With water monomer; palladium diacetate; 4,4,5,5-tetramethyl-1,3,2-dioxaborolane In dichloromethane at 25℃; for 12h; Schlenk technique; Inert atmosphere; |
24
Replace the gas atmosphere in the Shrek tube with a nitrogen atmosphere, add 1,1-diphenylethylene 0.25 mmol, palladium acetate 0.00125 mmol, methylene chloride 0.5 mL, water 0.275 mmol, and add pinacol borane 0.275 mmol with stirring After 12 hours of reaction at room temperature, the reaction solution obtained after the completion of the reaction was subjected to column chromatography, and the target product obtained in 93% yield was a colorless liquid. |
| 93% |
With water monomer; palladium diacetate; 4,4,5,5-tetramethyl-1,3,2-dioxaborolane In dichloromethane at 25℃; for 12h; Sealed tube; Inert atmosphere; chemoselective reaction; |
|
| 92% |
With LiCrH4*2LiCl*2THF In tetrahydrofuran at 25℃; for 12h; |
|
| 92% |
With tetrahydroxydiborane; palladium 10% on activated carbon; water monomer In dichloromethane at 20℃; for 60h; Inert atmosphere; |
|
| 92% |
With 1-methyl-4-isopropyl-1,3-cyclohexadiene; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 16h; Glovebox; Inert atmosphere; |
|
| 91% |
With C48H69N4NiOPSi2; hydrogen In hexadeuterobenzene at 20℃; for 48h; Schlenk technique; Sealed tube; |
|
| 91% |
With boron trifluoride diethyl ether complex; (1,4-dihydro-[1,1'-biphenyl]-3-yl)trimethylsilane In dichloromethane at 20℃; for 12h; regioselective reaction; |
|
| 90% |
With (BrC6H6)3N(+)*SbCl6(-); bis-tri-n-butylstannane In dichloromethane at 0℃; for 1h; other alkenes and dienes; var. hydrogen-transfer agents; var. time; |
|
| 90% |
With bis-tri-n-butylstannane; tris(4-bromophenyl)ammoniumyl hexachloroantimonate In dichloromethane at 0℃; for 1h; other substituted olefins; |
|
| 90% |
With FeH(CO)2(P(C6H5)3) In benzene for 0.25h; Ambient temperature; |
|
| 90% |
With bis-tri-n-butylstannane; tris(4-bromophenyl)ammoniumyl hexachloroantimonate In dichloromethane at 0℃; for 1h; |
|
| 90% |
With (BrC6H5)3N(+)*SbCl6(-); bis-tri-n-butylstannane In dichloromethane at 0℃; for 1h; |
|
| 90% |
With acridane derivative; trifluoroacetic acid In dichloromethane for 24h; Ambient temperature; |
|
| 90% |
With chlorotriisopropylsilane; diphenyl(pentafluorophenyl)phosphonium tetrakis(perfluorophenyl)borate In dichloromethane at 50℃; for 18h; Inert atmosphere; Schlenk technique; |
2.4.6. General experimental procedure for the hydrogenation reaction
General procedure: A reaction tube with a Teflon cap was charged with equimolar(0.1 mmol) amounts of olefin and triisopropylsilane. Adichloromethane solution of 10 mol% catalyst was added to the tube and the mixture was heated at 50 °C for 18 h. The reactionmixture was taken in volumetric flask and diluted with DCM. Thediluted solution was analysed by GC-MS. |
| 89% |
With cyclohexa-1,4-diene; C12H12N3(1+)*C24BF20(1-) In dichloromethane at 20℃; for 24h; |
|
| 87% |
With hydrogen; C48H58N4NiSi2 In hexadeuterobenzene at 20℃; for 18h; |
|
| 85% |
With water monomer; potassium ethylxanthate In N,N-dimethyl-formamide at 130℃; for 24h; |
|
| 85% |
With hydrogen; magnesium; N<SUP>1</SUP>,N<SUP>2</SUP>-bis(2,6-diisopropylphenyl)ethane-1,2-diimine; cobalt(II) dibromide In tetrahydrofuran at 20℃; for 24h; |
|
| 84% |
With dichloro(p-cymene)ruthenium(II) dimer; dimethylamine borane In tetrahydrofuran at 70℃; for 24h; Inert atmosphere; Sealed ampoule; |
Representative procedure for metal-catalysed transfer hydrogenation
General procedure: To an oven dried, argon purged, ampoule containing [Ru(p-cymene)Cl2]2 (15.3 mg, 0.05 mmol, 2.5 mol%), substrate (1 mmol) and dry thf (to make a total of 3 mL), a solution of dimethylamine borane in thf was added. The ampoule was sealed and heated at 70 °C for 24 hours then cooled to room temperature. |
| 83% |
With ammonia; lithium perchlorate In acetonitrile at 20℃; Electrochemical reaction; |
|
| 80% |
With cyclohexa-1,4-diene; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylideneZnC6F5][B(C6F5)4] In 1,2-dichloro-ethane at 80℃; for 24h; Inert atmosphere; |
|
| 80% |
With formic acid; [4,4'-bis(1,1-dimethylethyl)-2,2'-bipyridine-N1,N1']bis[2-(2-pyridinyl-N)phenyl-C]iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In methanol; water monomer at 20℃; for 24h; Irradiation; |
|
| 77% |
With hydrogen In toluene at 100℃; for 18h; Autoclave; |
|
| 75% |
With C7H14N3(1+)*Cl(1-); sodium triethylborohydride; cobalt(II) chloride In tetrahydrofuran at 60℃; for 16h; Autoclave; |
|
| 67% |
With hydrazine hydrate monohydrate In ethanol Heating; |
|
| 55% |
With 1-Benzyl-1,4-dihydronicotinamide In methanol for 1h; Irradiation; |
|
| 55% |
With n-Pentane for 6h; Milling; |
|
| 45% |
With C51H71CoN4O14(1+)*ClO4(1-); trifluoroacetic acid In acetonitrile at 20℃; Electrolysis; Inert atmosphere; |
4.3 General bulk electrolysis
General procedure: The controlled-potential electrolysis of the alkene was carried out in a divided cell equipped with a carbon felt cathode and a zinc plate anode (1×3cm2) at-0.7V vs. Ag/AgCl in the presence of 1at room temperature in 0.1M n-Bu4NClO4 containing acetonitrile. The applied potential between the working and reference electrodes during the electrolysis was maintained constant using a Hokuto Denko HA BF-501A potentiostat, and the electrical quantity was also recorded by it. The concentrations of the catalyst and substrate were 5.0×10-4M and 5.0×10-2M, respectively. After the electrolysis, the electrolyte solution was passed through silica gel with the CHCl3 eluent, then analyzed by GC-MS. Authentic samples of the products from the catalytic reactions (Tables1 and 2) except for those listed below were purchased from Aldrich or Tokyo Kasei Kogyo (TCI). The 2,3-diphenylhexanes (racemic and meso) (DH) were synthesized by reported methods [30], and the mixture of the racemic and meso compound was separated by preparative TLC using hexane as the eluent. 1,1-Diphenylethane, butyl propionate (4a), and octyl propionate (4c) were synthesized by hydrogenation of 1,1-diphenylethylene, butyl acrylate (3a), and octyl acrylate (3c) using Pd/C under 1atm H2, respectively. Ethyl 2-phenylacrylate was synthesized by the acid-catalyzed esterification of 2-phenylacrylic acid in ethanol. |
| 30% |
With vanadium monochloride In tetrahydrofuran at 25℃; for 12h; Inert atmosphere; |
|
| 27% |
With manganese powder; water monomer In tetrahydrofuran at 20℃; for 24h; |
|
| 25% |
With 1-Benzyl-1,4-dihydronicotinamide In pyridine; methanol Irradiation; |
|
| 10% |
With methanol for 300h; Irradiation; |
|
| 94 % Chromat. |
With lithium triethylhydroborate other reagents, rel. rates; |
|
|
With hydridotetracarbonylcobalt other alkenes; |
|
|
With hydridotetracarbonylcobalt In dichloromethane at 0℃; |
|
|
With tetraethylammonium tetrafluoroborate In N,N-dimethyl-formamide 1,1-diarylsubstituted ethenes, electrochemical reduction, var. conc.; |
|
|
With ethanol; platinum Hydrogenation; |
|
|
With hydrogenchloride; zinc,6a mercury,6b |
|
|
With ethanol; nickel Hydrogenation; |
|
|
With palladium on activated charcoal; ethanol Hydrogenation; |
|
|
With tetrahydrofuran; palladium(0); cis-cyclohexene |
|
|
With ethanol; natrium |
|
|
With ammonia; natrium; toluene Zersetzung des Reaktionsprodukts mit Ammoniumchlorid; |
|
|
With nickel substance at 230℃; Hydrogenation; |
|
|
With hydrogen |
|
|
With hydrogen catalytic hydrogenation; |
|
|
With hydrogen |
|
|
With zeolite Ca Y In hexane at 22℃; for 1h; |
|
|
With dichloromethane; Ca Y zeolite; water monomer 1.) cyclohexane; Yield given. Multistep reaction; |
|
|
With CaY-500-oven In hexane for 3h; Ambient temperature; Yield given; |
|
|
With 1% Pd/C; hydrogen |
|
|
With hydrogen; potasssium hydride In benzene at 60℃; for 18h; Inert atmosphere; Autoclave; |
|
|
With hydrogen In methanol at 20℃; Darkness; |
|
| 75 %Chromat. |
With aluminum terephthalate; ammonia; hydrazine hydrate monohydrate In acetonitrile at 25℃; for 24h; chemoselective reaction; |
|
|
With di-μ-chlorobis-[(η6-p-cymene)chlororuthenium(II)]; Butane-1,4-diol; Cs2CO3; bis[2-(diphenylphosphino)phenyl] ether In toluene for 24h; Inert atmosphere; Reflux; |
|
|
With [{(DIPP-nacnac)CaH(thf)}2]; hydrogen In benzene at 60℃; |
|
|
Stage #1: 1,1-Diphenylethylene With C18H17Si(1-)*C33H77Ca3N12(1+) In [D8]THF for 3h; Inert atmosphere;
Stage #2: With hydrogen In [D8]THF at 60℃; for 312h; |
|
|
With diethyl ether; tris(pentafluorophenyl)borate; hydrogen at 20℃; for 24h; |
|
| 92 %Spectr. |
With hydrogen; bis(pentafluorophenyl)borane In hexadeuterobenzene at 140℃; for 120h; |
|
|
With hydrogen; tris(2-fluorophenyl)phosphine In dichloromethane-d2 at 20℃; |
|
|
With hydrogen In isopropanol for 1h; Schlenk technique; Sonication; |
|
|
Stage #1: 1,1-Diphenylethylene In isopropanol for 0.166667h; Schlenk technique; Sonication;
Stage #2: With hydrogen In isopropanol for 0.25h; Schlenk technique; |
|
|
With hydrazine hydrate monohydrate In ethanol at 80℃; for 18h; Sealed tube; Sonication; |
|
| 34 %Chromat. |
With hydrazine hydrate monohydrate In chloroform at 25℃; for 24h; |
|
|
With [(1,2-bis(diphenylphosphino)ethane)Co(CH2SiMe3)2]; hydrogen In toluene at -196.15 - 25℃; for 5h; Sealed tube; |
|
| 67 %Spectr. |
With cyclohexa-1,4-diene; [IPrGaCl2][SbF6] In 1,2-dichloro-ethane at 20℃; for 1h; Inert atmosphere; chemoselective reaction; |
|
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
Life Science
HazMat Fee +
For Research Only
100K+ Compounds
Competitive Price
1-2 Day Shipping
