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Yes They Can: Small-molecule Activation with Stable Diaminocarbenes

Ulrich Siemeling
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Institute of Chemistry, University of Kassel, 34109 Kassel, Germany. Email: siemeling@uni-kassel.de

Australian Journal of Chemistry 64(8) 1109-1112 https://doi.org/10.1071/CH11244
Submitted: 15 June 2011  Accepted: 22 June 2011   Published: 19 August 2011

Abstract

Although small-molecule activation has long been the exclusive domain of transition metal chemistry, it has been increasingly realized that subvalent heavier main-group element compounds, too, are capable of activating H2, NH3, CO, etc. In a remarkable breakthrough, it was recently discovered that this is even possible with certain selected carbon(ii) compounds, viz. (alkyl)(amino)carbenes. However, N-heterocyclic carbenes and related diaminocarbenes, which represent the largest and most widely applied class of singlet carbenes, have been judged to be incapable of exhibiting similar reactivity. It now turns out that this is not quite true and that their reactivity needs to be reassessed.


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