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inquiryName: 2-Dicyclohexylphosphino-2'-methylbiphenyl Synonyms: 2-(Dicyclohexylphosphino)-2'-methylbiphenyl CAS:251320-86-2 MF: C25H33P Appearance: white powder Storage:Store in cool and dry place, away from sun light. Package: 25kgs/drum Ap
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inquiryProduct Name: 2-(Dicyclohexylphosphino)-2'-methylbiphenyl Synonyms: MePhos 97%;2-Dicyclohexylphosphino-2'-methyl-)-1,1'-biphenyl;2-(DICYCLOHEXYLPHOSPHINO)-2'-METHYLBIPHENYL;dicyclohexyl-[2-(2-methylphenyl)phenyl]phosphane;2-Dicy
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inquiryProduct name: 2-Dicyclohexylphosphino-2’-Methylbiphenyl CAS No.:251320-86-2 Molecule Formula:C25H33P Molecule Weight:364.50 Purity: 98.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard
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inquiry2-bromo-2'-methylbiphenyl
chlorodicyclohexylphosphane
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Stage #1: 2-bromo-2'-methylbiphenyl With n-butyllithium In tetrahydrofuran at -78℃; for 1.16667h; Metallation; Stage #2: chlorodicyclohexylphosphane In tetrahydrofuran Condensation; a) -78 deg C, 20 min, b) 0 deg C, 20 min, c) RT, 18 h; | 65% |
2-bromo-1-chlorobenzene
2-methylchlorobenzene
cyclohexylmagnesiumchloride
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Multistep reaction.; | 59% |
2-bromo-1-chlorobenzene
2-methylphenyl bromide
chlorodicyclohexylphosphane
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Stage #1: 2-methylphenyl bromide With magnesium; ethylene dibromide In tetrahydrofuran for 2h; Inert atmosphere; Reflux; Industrial scale; Stage #2: 2-bromo-1-chlorobenzene With magnesium In tetrahydrofuran for 2h; Inert atmosphere; Reflux; Industrial scale; Stage #3: chlorodicyclohexylphosphane With copper(l) chloride In tetrahydrofuran at 20℃; Thermodynamic data; Inert atmosphere; Industrial scale; | 55% |
2-chloro-2'-methyl-1,1'-biphenyl
chlorodicyclohexylphosphane
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Stage #1: 2-chloro-2'-methyl-1,1'-biphenyl With sec.-butyllithium In diethyl ether; cyclohexane at -78 - -45℃; Inert atmosphere; Stage #2: chlorodicyclohexylphosphane In diethyl ether; cyclohexane at -78℃; Inert atmosphere; | 52% |
2-bromo-1-chlorobenzene
o-tolyl magnesium chloride
chlorodicyclohexylphosphane
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Stage #1: o-tolyl magnesium chloride With magnesium In tetrahydrofuran for 0.25h; Heating; Stage #2: 2-bromo-1-chlorobenzene In tetrahydrofuran for 2h; Heating; Stage #3: chlorodicyclohexylphosphane In tetrahydrofuran at 20℃; for 14h; Further stages.; | 51% |
cyclohexylmagnesiumchloride
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: PCl3 / diethyl ether / -40 - 20 °C 2.1: Mg / tetrahydrofuran / 0.25 h / Heating 2.2: tetrahydrofuran / 2 h / Heating 2.3: 51 percent / tetrahydrofuran / 14 h / 20 °C View Scheme |
1-Bromo-2-iodobenzene
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1.57 g / tetrakis(triphenylphosphine)palladium; Na2CO3 / 1,2-dimethoxy-ethane; H2O; ethanol / 42 h / 90 °C 2.1: n-BuLi / tetrahydrofuran / 1.17 h / -78 °C 2.2: 65 percent / tetrahydrofuran / a) -78 deg C, 20 min, b) 0 deg C, 20 min, c) RT, 18 h View Scheme |
2-Methylphenylboronic acid
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1.57 g / tetrakis(triphenylphosphine)palladium; Na2CO3 / 1,2-dimethoxy-ethane; H2O; ethanol / 42 h / 90 °C 2.1: n-BuLi / tetrahydrofuran / 1.17 h / -78 °C 2.2: 65 percent / tetrahydrofuran / a) -78 deg C, 20 min, b) 0 deg C, 20 min, c) RT, 18 h View Scheme | |
Multi-step reaction with 2 steps 1.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / toluene / 70 °C / Inert atmosphere 2.1: sec.-butyllithium / diethyl ether; cyclohexane / -78 - -45 °C / Inert atmosphere 2.2: -78 °C / Inert atmosphere View Scheme |
1,2-dichloro-benzene
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane / toluene / 70 °C / Inert atmosphere 2.1: sec.-butyllithium / diethyl ether; cyclohexane / -78 - -45 °C / Inert atmosphere 2.2: -78 °C / Inert atmosphere View Scheme |
(tetrahydrothiophene)gold(I) chloride
2-(dicyclohexylphosphino)-2'-methylbiphenyl
dicyclohexyl(2'-methylbiphenyl-2-yl)phosphinegold(I) chloride
Conditions | Yield |
---|---|
In dichloromethane for 1.75h; | 100% |
In toluene (N2); Au complex added to a soln. of ligand, stirred for 24 h under Ar; evapd. (vac.), pentane added, the solid collected, dried; elem. anal.; | 97% |
Conditions | Yield |
---|---|
In toluene at 80℃; for 12h; Solvent; Inert atmosphere; | 87% |
tris(triphenylphosphine)ruthenium(II) chloride
2-(dicyclohexylphosphino)-2'-methylbiphenyl
[Ru(η6:η1-2-(dicyclohexylphosphino)-2'-methylbiphenyl-P)(PPh3)Cl]SbF6
Conditions | Yield |
---|---|
In chlorobenzene under N2 atm. to (Ru(PPh3)3Cl2) in chlorobenzene AgSbF6 and phosphine were added and refluxed for 3 h; solvent was distilled off, residue was washed with ether and dried in vacuo - diastereomers were not separated; | 78% |
Conditions | Yield |
---|---|
With di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I); Trimethylacetic acid In toluene at 110℃; for 24h; Inert atmosphere; Schlenk technique; | 78% |
bis(1,5-cyclooctadiene)diiridium(I) dichloride
2-(dicyclohexylphosphino)-2'-methylbiphenyl
[IrCl(COD)(2-dicyclohexylphosphino-2'-methylbiphenyl)]
Conditions | Yield |
---|---|
In toluene under Ar atm. using Schlenk techniques; mixt. of Ir complex and ligand in dry toluene was stirred at 60°C for 8 h; volatiles evapd.; solid dissolved in acetone; tert-butylmethyl ether added; suspn. filtered; elem. anal.; | 77% |
acrylic acid n-butyl ester
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
With di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I); Trimethylacetic acid In toluene at 110℃; for 24h; Inert atmosphere; Schlenk technique; | 76% |
diphenyl acetylene
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
With di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I); potassium acetate In toluene at 120℃; for 24h; Schlenk technique; Inert atmosphere; | 68% |
borane-THF
bis(pinacol)diborane
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Stage #1: bis(pinacol)diborane; 2-(dicyclohexylphosphino)-2'-methylbiphenyl With bis(1,5-cyclooctadiene)iridium(I) tetrafluoroborate; 8-(diisopropylsilyl)quinoline In 1,4-dioxane at 130℃; for 48h; Stage #2: borane-THF In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 54% |
Conditions | Yield |
---|---|
In diethyl ether at 25℃; for 1h; Inert atmosphere; Schlenk technique; | 37% |
dichloro(benzene)ruthenium(II) dimer
2-(dicyclohexylphosphino)-2'-methylbiphenyl
[Ru(η6:η1-2-(dicyclohexylphosphino)-2-methylbiphenyl-P)Cl2]
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide under N2 atm. (Ru(benzene)Cl2)2 and phosphine were stirred in DMF at 100°C for 10 min; solvent was distilled off in vacuo, residue was chromed. on silica (MeCOMe); | 31% |
2-(dicyclohexylphosphino)-2'-methylbiphenyl
Conditions | Yield |
---|---|
Stage #1: 2-(dicyclohexylphosphino)-2'-methylbiphenyl With palladium diacetate; sodium tert-pentoxide In toluene at 80℃; for 1h; Stage #2: With para-chlorotoluene; morpholine-2,2,3,3,5,5,6,6-d8 In toluene at 80℃; for 8h; |
4-chloro-2-methyl-indene
2,6-dimethylbenzene boronic acid
palladium diacetate
2-(dicyclohexylphosphino)-2'-methylbiphenyl
2-(dicyclohexylphosphino)-2'-methylbiphenyl
[(PCy2(2'-methylbiphenyl))AuBr]
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: toluene 2: dichloromethane; water View Scheme |
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