N-heterocyclic carbene-mediated oxidative electrosynthesis of esters in a microflow cell
N-heterocyclic carbene-mediated oxidative electrosynthesis of esters in a microflow cell
An efficient N-heterocyclic carbene (NHC)-mediated oxidative esterification of aldehydes has been achieved in an undivided microfluidic electrolysis cell at ambient temperature. Productivities of up to 4.3 g h?1 in a single pass are demonstrated, with excellent yields and conversions for 19 examples presented. Notably, the oxidative acylation reactions were shown to proceed with a 1:1 stoichiometry of aldehyde and alcohol (for primary alcohols), with remarkably short residence times in the electrolysis cell (<13 s), and without added electrolyte.
3290-3293
Green, Robert Aaron
f18e5445-0d58-4adf-8874-2bb3b6ecc402
Brown, Richard C. D.
21ce697a-7c3a-480e-919f-429a3d8550f5
Pletcher, Derek
f22ebe69-b859-4a89-80b0-9e190e6f8f30
Leach, Stuart
80f0a3ee-1890-4f47-9b78-3f407ce2907c
15 June 2015
Green, Robert Aaron
f18e5445-0d58-4adf-8874-2bb3b6ecc402
Brown, Richard C. D.
21ce697a-7c3a-480e-919f-429a3d8550f5
Pletcher, Derek
f22ebe69-b859-4a89-80b0-9e190e6f8f30
Leach, Stuart
80f0a3ee-1890-4f47-9b78-3f407ce2907c
Green, Robert Aaron, Brown, Richard C. D., Pletcher, Derek and Leach, Stuart
(2015)
N-heterocyclic carbene-mediated oxidative electrosynthesis of esters in a microflow cell.
Organic Letters, 17 (13), .
(doi:10.1021/acs.orglett.5b01459).
Abstract
An efficient N-heterocyclic carbene (NHC)-mediated oxidative esterification of aldehydes has been achieved in an undivided microfluidic electrolysis cell at ambient temperature. Productivities of up to 4.3 g h?1 in a single pass are demonstrated, with excellent yields and conversions for 19 examples presented. Notably, the oxidative acylation reactions were shown to proceed with a 1:1 stoichiometry of aldehyde and alcohol (for primary alcohols), with remarkably short residence times in the electrolysis cell (<13 s), and without added electrolyte.
Text
N-Heterocyclic Carbene-Mediated Oxidative Electrosynthesis of Esters in a Microflow Cell.pdf
- Accepted Manuscript
Restricted to Registered users only
Request a copy
More information
Accepted/In Press date: 8 June 2015
Published date: 15 June 2015
Organisations:
Organic Chemistry: Synthesis, Catalysis and Flow
Identifiers
Local EPrints ID: 380329
URI: http://eprints.soton.ac.uk/id/eprint/380329
ISSN: 1523-7060
PURE UUID: 99076255-965c-4e89-9cbd-01fc3f42cdd1
Catalogue record
Date deposited: 08 Sep 2015 14:47
Last modified: 15 Mar 2024 02:53
Export record
Altmetrics
Contributors
Author:
Robert Aaron Green
Author:
Stuart Leach
Download statistics
Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.
View more statistics
