Anion relay chemistry: Access to the type II ARC reaction manifold through a fundamentally different reaction pathway exploiting 1-oxa-2-silacyclopentanes and related congeners

Amos B. Smith, Rongbiao Tong, Won Suk Kim, William A. Maio

Research output: Contribution to journalArticlepeer-review

29 Scopus citations

Abstract

Distinctly different: Two 1-oxa-2-silacyclopentenes and a saturated congener have been synthesized and demonstrated to provide access to type II anion relay chemistry (ARC) through a fundamentally new mechanistic pathway. Similar to previous studies, but contrary to initial hypothesis, Brook rearrangement additives (hexamethylphosphoramide and CuI) are necessary to promote Si migration and anion capture.

Original languageEnglish
Pages (from-to)8904-8907
Number of pages4
JournalAngewandte Chemie - International Edition
Volume50
Issue number38
DOIs
StatePublished - 12 Sep 2011

Keywords

  • alkylating desilylation
  • anion relay chemistry
  • Brook rearrangement
  • cross coupling
  • siloxanes

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