SET processes in Lewis acid–base reactions: the tritylation of N-heterocyclic carbenes

Reactions between N-heterocyclic carbenes (NHCs) and the trityl cation, [Ph3C]+, give covalent adducts of type [NHC–CPh3]+ and/or [NHC–C6H5–CPh2]+. EPR spectroscopy, UV-Vis analyses, and trapping experiments imply that adduct formation involves carbene radical cations and the trityl radical. The results demonstrate that single electron transfer (SET) processes should be considered for reaction of NHCs with oxidizing Lewis acids.


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Chemical Science, available online
Year:
2020
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This is an open access article under the CC BY-NC license 3.0.
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 Record created 2020-05-01, last modified 2020-05-10

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