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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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