Реакция #816396

ord-223775f6a560431b879c384c695c6fee

Уравнение реакции

C=Cc1ccc(Br)cc1
4-bromostyrene
[Mg]
magnesium
C#CC#Cc1ccccc1
phenylbutadiyne
ClP(c1ccccc1)c1ccccc1
chlorodiphenylphosphine
C=Cc1ccc(P(c2ccccc2)c2ccccc2)cc1
(4-vinylphenyl)diphenylphosphine

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONwas added dropwise
  2. 2
    workup.ADDITIONwas added dropwise
  3. 3
    ДругоеAfter removing the solvent
  4. 4
    workup.DISTILLATIONby distillation under reduced pressure
  5. 5
    Другоеthe residue was purified by silica gel column chromatography
  6. 6
    Другоеrecrystallized from a hexane solution

Методика

Polymerizable Gold Complex (3-1) was synthesized by reacting the gold complex obtained by the reaction between sodium tetrachloroaurate (III) and triphenylphosphine having a polymerizable functional group, with phenylbutadiyne synthesized by a known method (see, P. Cadiot and W. Chodkiewicz, Chemistry of Acetylenes, H. G. Viehe, ed., Marcel Dekker, New York (1969)). More specifically, 20 ml of dried THF was added to 341 mg (14 mmol) of magnesium and thereto, a 10 ml THF solution containing 2.70 g (15 mmol) of 4-bromostyrene was added dropwise to prepare a Grignard reagent. To the resulting solution, a 10 ml THF solution containing 2.50 g (11 mmol) of chlorodiphenylphosphine was added dropwise and stirred at room temperature of 1.5 hours. After removing the solvent by distillation under reduced pressure, the residue was purified by silica gel column chromatography and recrystallized from a hexane solution to obtain 2.30 g (8.3 mmol) of (4-vinylphenyl)diphenylphosphine Compound (B).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07582363B2uspto-grants-2009_09