Diphenylphosphine → Diphenyl[2-(triphenylsilyl)ethyl]phosphane

HRID 1789264Notes

Reaction equation

HRID 1789264 reaction equation
[CH:1]([Si:3]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:2].[C:22]1([PH:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C1CCCCC1>[C:10]1([Si:3]([CH2:1][CH2:2][P:28]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 70017DiphenylphosphineHCID 87747Triphenylvinylsilane

Product 1

HCID 14007797Diphenyl[2-(triphenylsilyl)ethyl]phosphane

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

The vinyl triphenyl silane was reacted with 10% excess of diphenyl phosphine. To maintain a homogeneous reaction mixture, a temperature of 80° C. and cyclohexane solvent were employed. After the usual u.v. initiated addition, the reaction mixture was allowed to cool to room temperature. This resulted in the crystallization of the triphenylsilylethyl diphenyl phosphine adduct. To obtain it in a pure form, the adduct was filtered and recrystallized from a four to one mixture of cyclohexane and toluene. A white crystalline product having a melting point of 128°-131° C. was obtained.

Workup

  1. temperatureTo maintain a homogeneous reaction mixture
  2. additionaddition

Sources & evidence

ORD record
ord-68fbcfed305f46ffbbad4248378d8a8f
Source dataset
uspto-grants-1987_08
Patent number
US04687874

Reaction notes

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