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Unveiling the role of boroxines in metal-free carbon-carbon homologations using diazo compounds and boronic acids

Published version
Peer-reviewed

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Authors

Bomio-Confaglia, C 
Kabeshov 
Battilocchio, Claudio  ORCID logo  https://orcid.org/0000-0002-4601-8527
Battilocchio, Claudio  ORCID logo  https://orcid.org/0000-0002-4601-8527

Abstract

By means of computational and experimental mechanistic studies the fundamental role of boroxines in the reaction between diazo compounds and boronic acids was elucidated. Consequently, a selective metal-free carbon–carbon homologation of aryl and vinyl boroxines using TMSCHN₂, giving access to TMS-pinacol boronic ester products, was developed.

Description

Keywords

0307 Theoretical and Computational Chemistry

Journal Title

Chemical Science

Conference Name

Journal ISSN

2041-6520
2041-6539

Volume Title

8

Publisher

RSC
Sponsorship
Engineering and Physical Sciences Research Council (EP/K009494/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
We are grateful to the Swiss National Science Foundation (C. Bo.), the Croucher Foundation (S. H. L), Erasmus+ (J. E.), and the Engineering and Physical Sciences Research Council (M. K., C. Ba., and S. V. L. grant no. EP/K009494/1, EP/M004120/1 and EP/K039520/1) for nancial support
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