Functionalized Cyclic Disilenes via Ring Expansion of Cyclotrisilenes with Isocyanides

Yu Ohmori, Masaaki Ichinohe, Akira Sekiguchi, Michael J. Cowley, Volker Huch, David Scheschkewitz

Research output: Contribution to journalArticlepeer-review

Abstract

The reaction of cyclotrisilenes 1 with 1 equiv of alkyl and aryl isocyanides at 25 degrees C affords the four-membered trisilacyclobutenes 2 with an exocyclic imine functionality as the major products of formal insertion into one of the Si-Si single bonds of 1. Minor quantities of the iminotrisilabicyclo[1.1.0]butanes 3 are obtained as side products, formally resulting from [1 + 2] cycloaddition of the isocyanides to the Si-Si double bond of 1. The bicyclo[1.1.0]butanes 3 become dominant at lower temperatures and may react with an additional 1 equiv of isonitriles to give the diiminotrisilabicyclo[1.1.1]pentanes 4.

Original languageEnglish
Pages (from-to)1591-1594
Number of pages4
JournalOrganometallics
Volume32
Issue number6
DOIs
Publication statusPublished - 25 Mar 2013

Keywords

  • DISILYNE RSISIR R
  • DOUBLE-BONDS
  • SI-SI
  • COMPOUND
  • SILICON
  • REACTIVITY
  • CHEMISTRY
  • CYCLOPROPENES
  • ELEMENTS
  • CARBENE

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