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

HRID 544760Notes

Reaction equation

HRID 544760 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 ususal 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 the properties shown in Table I was obtained.

Workup

  1. temperatureTo maintain a homogeneous reaction mixture
  2. additionaddition

Sources & evidence

ORD record
ord-a102bb603b554610942dde37da369cf4
Source dataset
uspto-grants-1984_05
Patent number
US04451673

Reaction notes

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