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Issue 48, 2020
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Bimolecular vinylation of arenes by vinyl cations

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Abstract

Styrene derivatives can be easily synthesized from vinyl triflates and arenes under mild reaction conditions, using [Li][Al(OC(CF3)3)4] as a catalyst and LiHMDS as a base. This transformation is likely to involve a vinyl cation intermediate as an electrophile, which is corroborated by DFT calculations, deuterium-labeling and other control experiments. The use of an inert weakly coordinating anion is a decisive factor in this bimolecular vinylation process.

Graphical abstract: Bimolecular vinylation of arenes by vinyl cations

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Submitted
30 Mar 2020
Accepted
05 May 2020
First published
05 May 2020

Chem. Commun., 2020,56, 6507-6510
Article type
Communication

Bimolecular vinylation of arenes by vinyl cations

Z. Li, V. Gandon and C. Bour, Chem. Commun., 2020, 56, 6507
DOI: 10.1039/D0CC02300K

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