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1,3-Carboboration of iodonium ylides

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posted on 2024-09-18, 10:44 authored by Theodore GazisTheodore Gazis, BAJ Mohajeri Thaker, Darren WillcoxDarren Willcox, Darren OuldDarren Ould, J Wenz, JM Rawson, MS Hill, Thomas WirthThomas Wirth, Rebecca MelenRebecca Melen

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.

The data included consists of experimental proscdures, characterisation (NMR data) and X-ray data.

Research results based upon these data are published at https://doi.org/10.1039/C9CC08749D


Funding

Main group catalysis: Chiral borenium cations (2016-11-01 - 2020-06-05); Melen, Rebecca. Funder: The Leverhulme Trust:RPG-2016-020

From Organic to Inorganic Chemistry: Exploiting the Isolobal Analogy to Develop Main Group Catalysts

Engineering and Physical Sciences Research Council

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History

Data-collection start date

2018-03-01

Data-collection end date

2019-12-01

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