Use of catalytic fluoride under neutral conditions for cleaving silicon-oxygen bonds

Anthony M. Dilauro, Wanji Seo, Scott T. Phillips

Research output: Contribution to journalArticle

28 Scopus citations

Abstract

This Article describes the development of conditions for cleaving silicon-oxygen bonds using catalytic quantities of fluoride at neutral pH in mixed organic-aqueous solutions that contain buffer. A variety of silicon protecting groups can be removed under these conditions, which show tolerance for acid- and base-sensitive groups. A modified procedure also is presented using catalytic fluoride in anhydrous dimethyl sulfoxide-methanol, which generates primarily volatile silicon byproducts.

Original languageEnglish (US)
Pages (from-to)7352-7358
Number of pages7
JournalJournal of Organic Chemistry
Volume76
Issue number18
DOIs
StatePublished - Sep 16 2011

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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