Toluene → [(tri(isopropyl)silyl)ethynyl]-methylphenyl-[(E)-styryl]silane

HRID 1192975Notes

Reaction equation

HRID 1192975 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:9]([Si:12]([C:19]#[C:20][SiH:21](C)[CH:22]=CC1C=CC=CC=1)([CH:16]([CH3:18])[CH3:17])[CH:13]([CH3:15])[CH3:14])([CH3:11])[CH3:10].[C:31]1(C)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[CH:16]([Si:12]([C:19]#[C:20][Si:21]([CH3:22])([C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)/[CH:1]=[CH:2]/[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)([CH:13]([CH3:15])[CH3:14])[CH:9]([CH3:10])[CH3:11])([CH3:17])[CH3:18]

Participants

4

Reactant 3

HCID 1140TolueneHCID 7501StyreneHCID 123548403[(Tri(isopropyl)silyl)ethynyl]methylphenylvinylsilane

Product 1

HCID 68088054[(tri(isopropyl)silyl)ethynyl]-methylphenyl-[(E)-styryl]silane

Conditions

Temperature
90 °C

Procedure

In the same reactor, a 0.01 g carbonylchlorohydridebis(tricyclohexylphosphine)ruthenium(II) was added and then, in the following order: 1.84 mL toluene and 0.43 g styrene, were added to a mixture of raw [(tri(isopropyl)silyl)ethynyl]methylphenylvinylsilane and the inactive Step-1 catalyst at a room temperature and under inert gas conditions. The reaction mixture was heated at 90° C. for twenty four hours. Product was separated under the purification conditions of Example I. The product, [(tri(isopropyl)silyl)ethynyl]-methylphenyl-[(E)-styryl]silane, was obtained with a total yield of 85% pure product, in the form of an oily liquid, light yellow in color.

Workup

  1. customat a room temperature
  2. customProduct was separated under the purification conditions of Example I

Sources & evidence

ORD record
ord-9df6edc4f5104454848e71cd941390a0
Source dataset
uspto-grants-2014_03
Patent number
US08680310B2

Reaction notes

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