1,3-Carboboration of iodonium ylides

Gazis, Theodore, Mohajeri Thaker, Bayan A. J., Willcox, Darren, Ould, Darren M. C., Wenz, Jan, Rawson, Jeremy M., Hill, Michael S., Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667 and Melen, Rebecca L. ORCID: https://orcid.org/0000-0003-3142-2831 2020. 1,3-Carboboration of iodonium ylides. Chemical Communications 56 , pp. 3345-3348. 10.1039/C9CC08749D

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Abstract

Herein, we disclose the utilisation of iodonium ylides to access a range of boron dienolates. Heating of acyclic iodonium ylides in the presence of different aryl boranes leads to the formation of rare 1,3-carboboration products. This methodology could not be expanded to cyclic iodonium ylides which instead formed a Lewis acid–base adduct. Products proved to be remarkably stable under a wide range of conditions allowing for their long term storage.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry Cardiff Catalysis Institute (CCI)
Publisher:	Royal Society of Chemistry
ISSN:	1359-7345
Funders:	EPSRC, Leverhulme
Date of First Compliant Deposit:	21 February 2020
Date of Acceptance:	11 December 2019
Last Modified:	09 May 2023 03:23
URI:	https://orca.cardiff.ac.uk/id/eprint/129894

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