Alkyne mechanochemistry: Putative activation by transoidal bending

Charles E. Diesendruck, Lingyang Zhu, Jeffrey S. Moore

Research output: Contribution to journalArticlepeer-review

Abstract

We investigated the use of mechanical stress to bend carbon-carbon triple bonds. Formation of an isoquinoline after reaction with a benzyl azide trap points towards a nucleophilic addition mechanism, differentiating mechanochemical trans-bending of π bonds from the typical reactivity observed for cisoidal bending of triple bonds in strained cyclic alkynes.

Original languageEnglish (US)
Pages (from-to)13235-13238
Number of pages4
JournalChemical Communications
Volume50
Issue number87
DOIs
StatePublished - Nov 11 2014

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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