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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
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
1864-5631
326-331
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.
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), 326-331. (doi:10.1002/cssc.201100601). (PMID:22337651)

Record type: Article

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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More information

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
ORCID for Peter R. Birkin: ORCID iD orcid.org/0000-0002-6656-4074
ORCID for Richard C.D. Brown: ORCID iD orcid.org/0000-0003-0156-7087

Catalogue record

Date deposited: 24 Apr 2012 09:13
Last modified: 03 Dec 2019 02:02

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