Oxidative homodimerization of substituted olefins by DDQ visible light photocatalysis

Chuskit, Deachen and Chaudhary, Renu and Venugopalan, Paloth and Koenig, Burkhard and Natarajan, Palani (2018) Oxidative homodimerization of substituted olefins by DDQ visible light photocatalysis. ORGANIC CHEMISTRY FRONTIERS, 5 (24). pp. 3553-3556. ISSN 2052-4129,

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Abstract

A visible-light-mediated dehydrogenative homocoupling reaction of readily available mono- and disubstituted olefins to afford symmetrical di- and tetrasubstituted buta-1,3-dienes in the presence of catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) has been developed. The reaction proceeds for a wide range of substrates giving buta-1,3-dienes in moderate to good yields. We propose a reaction mechanism involving direct oxidative radical coupling followed by proton and hydrogen atom elimination.

Item Type: Article
Uncontrolled Keywords: CONJUGATED DIENES; EXCITED-STATE; ALDEHYDES; BENZENE; YLIDES; 2,3-DICHLORO-5,6-DICYANO-P-BENZOQUINONE; HYDROXYLATION; DIMERIZATION; REACTIVITY; ACRYLATES;
Subjects: 500 Science > 540 Chemistry & allied sciences
600 Technology > 615 Pharmacy
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 04 Oct 2019 05:41
Last Modified: 07 Oct 2019 05:57
URI: https://pred.uni-regensburg.de/id/eprint/13340

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