Organocatalytic hydroboration of carbonyl compounds promoted by choline-based ionic liquids

02 May 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The organocatalytic activity of choline-based ionic liquids in the hydroboration of ketones, aldehydes and carboxylic acids with pinacolborane was investigated. The method employed was based on a simple, inexpensive, biobased, reusable and environmentally friendly [Cho][OAc] catalyst. Detailed studies on catalyst screening, the optimization of reaction conditions, and substrate scope were carried out. [Cho][OAc] showed excellent tolerance to various functional groups and chemoselectivity towards C=O hydroboration, which occurred under mild conditions. Furthermore, it was shown that the reaction can be carried out under repetitive batch modes, allowing effective catalyst recycling and improving process productivity.

Keywords

Hydroboration
Organocatalysis
Ionic Liquids
Carbonyl compounds
Metal-free catalysis

Supplementary materials

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Supporting Information for the manuscript - Organocatalytic hydroboration of carbonyl compounds promoted by choline-based ionic liquids
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