TEMPO-mediated electrooxidation of primary and secondary alcohols in a microfluidic electrolytic cell
TEMPO-mediated electrooxidation of primary and secondary alcohols in a microfluidic electrolytic cell
A general procedure for the 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-mediated electrooxidation of primary and secondary alcohols modified for application in a microfluidic electrolytic cell is described. The electrocatalytic system utilises a buffered aqueous tert-butanol reaction medium, which operates effectively without the requirement for additional electrolyte, providing a mild protocol for the oxidation of alcohols to aldehydes and ketones at ambient temperature on a laboratory scale. Optimisation of the process is discussed along with the oxidation of 15 representative alcohols.
alcohols, aldehydes, electrolysis, flow chemistry, oxidation
326-331
Hill-Cousins, Joseph T.
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Kuleshova, Jekaterina
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Green, Robert A.
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Birkin, Peter R.
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Pletcher, Derek
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Underwood, Toby J.
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Leach, Stuart G.
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Brown, Richard C.D.
21ce697a-7c3a-480e-919f-429a3d8550f5
13 February 2012
Hill-Cousins, Joseph T.
3fd2a389-1612-4d9d-8322-afcc0c401ada
Kuleshova, Jekaterina
95594d04-c0e8-4a1f-b5cf-b3f90b314dd6
Green, Robert A.
dd77b072-3972-4b58-921c-cce36691592f
Birkin, Peter R.
ba466560-f27c-418d-89fc-67ea4f81d0a7
Pletcher, Derek
f22ebe69-b859-4a89-80b0-9e190e6f8f30
Underwood, Toby J.
3cc077da-ea35-47d2-83cc-138b4c2d531d
Leach, Stuart G.
85e08788-837b-4249-8cf0-54f597ea3de2
Brown, Richard C.D.
21ce697a-7c3a-480e-919f-429a3d8550f5
Hill-Cousins, Joseph T., Kuleshova, Jekaterina, Green, Robert A., Birkin, Peter R., Pletcher, Derek, Underwood, Toby J., Leach, Stuart G. and Brown, Richard C.D.
(2012)
TEMPO-mediated electrooxidation of primary and secondary alcohols in a microfluidic electrolytic cell.
[in special issue: Flow Chemistry]
ChemSusChem, 5 (2), .
(doi:10.1002/cssc.201100601).
(PMID:22337651)
Abstract
A general procedure for the 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-mediated electrooxidation of primary and secondary alcohols modified for application in a microfluidic electrolytic cell is described. The electrocatalytic system utilises a buffered aqueous tert-butanol reaction medium, which operates effectively without the requirement for additional electrolyte, providing a mild protocol for the oxidation of alcohols to aldehydes and ketones at ambient temperature on a laboratory scale. Optimisation of the process is discussed along with the oxidation of 15 representative alcohols.
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Published date: 13 February 2012
Keywords:
alcohols, aldehydes, electrolysis, flow chemistry, oxidation
Organisations:
Chemistry
Identifiers
Local EPrints ID: 337310
URI: http://eprints.soton.ac.uk/id/eprint/337310
ISSN: 1864-5631
PURE UUID: 15993379-f637-457b-9619-067c1765cd35
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Date deposited: 24 Apr 2012 09:13
Last modified: 15 Mar 2024 02:53
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Contributors
Author:
Joseph T. Hill-Cousins
Author:
Jekaterina Kuleshova
Author:
Robert A. Green
Author:
Toby J. Underwood
Author:
Stuart G. Leach
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