Unveiling the role of boroxines in metal-free carbon-carbon homologations using diazo compounds and boronic acids
Published version
Peer-reviewed
Repository URI
Repository DOI
Change log
Authors
Bomio-Confaglia, C
Ley, Steven https://orcid.org/0000-0002-7816-0042
Kabeshov
Battilocchio, Claudio https://orcid.org/0000-0002-4601-8527
Battilocchio, Claudio 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
2041-6539
Volume Title
8
Publisher
RSC
Publisher DOI
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)
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