Completely selective synthesis of (E)-β-(triethylsilyl) styrenes by Fe3(CO)12-catalyzed reaction of styrenes with triethylsilane

Fumitoshi Kakiuchi, Yasuo Tanaka, Naoto Chatani, Shinji Murai

Research output: Contribution to journalArticle

70 Citations (Scopus)

Abstract

Using Fe3(CO)12 as the catalyst, the reaction of styrenes (C6H5CHCH2, p-CH3C6H4CHCH2, p- ClC6H4CHCH2, and p-CH3OC6H4CHCH2) with triethyisilane gave (E)-β-(triethylsilyl)styrenes (2a, (E)-C6H5CHCHSiEt3; 2b, (E)-p-CH3C6H4CHCHSiEt3; 2c, (E)-p-ClC 6H4CHCHSiEt3; 2d, (E)-p-CH3OC6H4CHCHSiEt3) in 66-89% yields with complete selectivity. Similarly, Fe2(CO)9 also catalyzed dehydrogenative silylation again, with complete selectivity but in low yields. The reaction of styrene with treithylsilane, catalysed by OS3(CO)12, gave a mixture of the corresponding vinylsilane (dehydrogenative silylation product) and alkylsilane (hydrosilylation product).

Original languageEnglish
Pages (from-to)45-47
Number of pages3
JournalJournal of Organometallic Chemistry
Volume456
Issue number1
DOIs
Publication statusPublished - 1993 Aug 24
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Fingerprint Dive into the research topics of 'Completely selective synthesis of (E)-β-(triethylsilyl) styrenes by Fe<sub>3</sub>(CO)<sub>12</sub>-catalyzed reaction of styrenes with triethylsilane'. Together they form a unique fingerprint.

  • Cite this