Induction of Olefin Metathesis by Acetylenes.

Abstract

Acetylenes induce (phenylmethoxycarbene) pentacarbonyltungsten to initiate metatheses of cis-2-pentene, cyclooctene, cycloheptene, and cyclopentene, but too much quenches the reactions. The first three of these transformations are remarkably stereoselective, yielding olefins that are 94 to 97% cis. These observations accord with the hypothesis that Scheme 1 is the mechanism of acetylene polymerization. They also provide a functional equivalent (an acetylene) of the organometallic cocatalysts like ethylaluminum dichloride, unique in operating in the absence of strong Lewis acid metal-halides. (Author)

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Document Details

Document Type
Technical Report
Publication Date
Nov 20, 1980
Accession Number
ADA092912

Entities

People

  • Edward B. Savage
  • Mridula Nair
  • Steven J. Lee
  • Thomas J. Katz

Organizations

  • Columbia University

Tags

Communities of Interest

  • Air Platforms
  • Ground and Sea Platforms
  • Weapons Technologies

DTIC Thesaurus Topics

  • Acetylenes
  • Alkenes
  • Alkynes
  • Chemical Synthesis
  • Chemistry
  • Cyclic Hydrocarbons
  • Cyclopentenes
  • Engineering
  • Materials
  • Military Research
  • New York
  • Organic Chemistry
  • Plastics
  • Polymers
  • United States

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry