Gold( i )-catalysed dehydrative formation of ethers from benzylic alcohols and phenols

Richard M. P. Veenboer, Steven P. Nolan

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

© The Royal Society of Chemistry 2015. We report the cross-dehydrative reaction of two alcohols to form unsymmetrical ethers using NHC-gold(i) complexes (NHC = N-heterocyclic carbene). Our progress in developing this reaction into a straightforward procedure is discussed in detail. The optimised methodology proceeds under mild reaction conditions and produces water as the sole by-product. The synthetic utility of this environmentally benign methodology is exemplified by the formation of a range of new ethers from readily available phenols bearing electron withdrawing substituents and secondary benzylic alcohols with various substituents. Finally, we present experimental results to account for the chemoselectivity obtained in these reactions.
Original languageEnglish (US)
Pages (from-to)3819-3825
Number of pages7
JournalGreen Chem.
Volume17
Issue number7
DOIs
StatePublished - 2015
Externally publishedYes

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