Copper(I) complexes bearing carbenes beyond classical N-heterocyclic carbenes : synthesis and catalytic activity in “click chemistry”
Abstract
The synthesis and characterization of abnormal N-heterocyclic carbene, cyclic (alkyl)(amino)carbene, and mesoionic carbene copper(I) complexes are reported. These organometallic species are obtained via a versatile and inexpensive synthetic pathway using readily available reactants, namely copper oxide and iminium salts. The catalytic activity of this series of complexes was evaluated in the [3+2] cycloaddition of alkynes with azides (CuAAC). Outstanding catalytic properties were observed for the abnormal NHC- and triazolylidene-based copper(I) complexes.
Citation
Bidal , Y D , Lesieur , M , Melaimi , M , Nahra , F , Cordes , D B , Athukorala Arachchige , K S , Slawin , A M Z , Bertrand , G & Cazin , C S J 2015 , ' Copper(I) complexes bearing carbenes beyond classical N-heterocyclic carbenes : synthesis and catalytic activity in “click chemistry” ' Advanced Synthesis & Catalysis , vol 357 , no. 14-15 , pp. 3155–3161 . DOI: 10.1002/adsc.201500453
Version
Postprint
Publication
Advanced Synthesis & Catalysis
Status
Peer reviewed
URI
http://hdl.handle.net/10023/9653http://onlinelibrary.wiley.com/doi/10.1002/adsc.201500453/suppinfo
ISSN
1615-4150Type
Journal article
Rights
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://dx.doi.org/10.1002/adsc.201500453
Description
The authors gratefully acknowledge the Royal Society (University Research Fellowship to CSJC) and the DOE (DE-FG02-13ER16370) for financial support.
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