Concerted [4π + 2π] cycloaddition of (ƞ5-C5H5)Fe(CO)21-C5H5) with the isomeric 2-butenedinitriles

Richard S. Glass, Wesley W. McConnell

Research output: Contribution to journalArticlepeer-review

20 Scopus citations


Fumaronitrile and maleonitrile rapidly cycloadd to (ƞ5-C5H5)Fe(CO)21-C5H5) with comparable rates to afford 7-syn-[ƞ5-C5H5)Fe(CO)2]bicyclo[2.2.1]hept-5-ene-2-exo, 3-endo-dicarbonitrile (3b) and a 1:1 mixture of 7-syn-[(ƞ5-C5H5)Fe(CO)2]bicyclo[2.2.1]hept-5-ene-2-exo, 3-exo-dicarbonitrile (3c) and 7-syn-[ƞ5-C5H5)Fe(CO)2]bicyclo[2.2.1]hept-5-ene-2-endo, 3-endo-dicarbonitrile (3d), respectively, in excellent yield. Mechanistic studies strongly support a concerted [4π + 2π] cycloaddition for these reactions.

Original languageEnglish (US)
Pages (from-to)1630-1632
Number of pages3
Issue number11
StatePublished - Jun 1984
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry


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