The reaction of nitriles and Fe+ in the gas phase. A case of remote functionalization

Carlito B Lebrilla, Christian Schulze, Helmut Schwarz

Research output: Contribution to journalArticlepeer-review

61 Scopus citations


The gas-phase reaction of bare Fe+ atoms with linear alkyl nitriles generates "end-on" complexes (1) which, depending on geometrical constraints, specifically interact with remote C-H bonds. Based on chain length effect studies and the investigation of labeled precursors, a mechanism is suggested which accounts for the chemospecificity observed for the loss of H2 and C2H4 from RCN/Fe+ complexes. This mechanism does not follow the analogous reaction of Fe+ with alkenes and alkynes but involves an initial C-H insertion of the remote CH bonds followed by a C-C insertion.

Original languageEnglish (US)
Pages (from-to)98-100
Number of pages3
JournalJournal of the American Chemical Society
Issue number1
StatePublished - 1987
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)


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