反応 #816396

反応方程式

4-bromostyrene

magnesium

phenylbutadiyne

chlorodiphenylphosphine

→

(4-vinylphenyl)diphenylphosphine

溶媒

THF

THF

THF

反応条件

後処理

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

実験手順

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).

出典