Gold(I)-catalysed dehydrative formation of ethers from benzylic alcohols and phenols
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We report the cross-dehydrative reaction of two alcohols to form unsymmetrical ethers using NHC-gold(I) complexes (NHC = N-heterocylic carbene). 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 forming a range of ethers from readily available phenols bearing electron-withdrawing substituents and secondary benzylic alcohols with various substituents. Finally, the chemoselectivity obtained in these reactions is explained.
Veenboer , R M P & Nolan , S P 2015 , ' Gold(I)-catalysed dehydrative formation of ethers from benzylic alcohols and phenols ' , Green Chemistry , vol. 17 , no. 7 , pp. 3819-3825 . https://doi.org/10.1039/C5GC00684H
Copyright 2015 the Authors. This open access article is licensed under a Creative Commons Attribution 3.0 Unported Licence (http://creativecommons.org/licenses/by/3.0/).
DescriptionThe EPSRC and ERC are gratefully acknowledged for support. S.P.N. is a Royal Society Wolfson Research Merit Award holder.
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