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Issue 9, 2011
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Reactive spin state dependent enantiospecific photocyclization of axially chiral α-substituted acrylanilides

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Abstract

The enantiomeric ratio (e.r.) in the 3,4-dihydroquinolin-2-one photoproduct during 6π-photocyclization of α-substituted axially chiral ortho-tert-butyl-acrylanilides depends on the nature of the reactive spin state (singlet or triplet), where the singlet-spin state reactivity gives a racemic mixture and the triplet reactivity gives an e.r. value >95 ∶ 5.

Graphical abstract: Reactive spin state dependent enantiospecific photocyclization of axially chiral α-substituted acrylanilides

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Supplementary files

Article information


Submitted
14 Oct 2010
Accepted
25 Nov 2010
First published
23 Dec 2010

Chem. Commun., 2011,47, 2568-2570
Article type
Communication

Reactive spin state dependent enantiospecific photocyclization of axially chiral α-substituted acrylanilides

A. J. Ayitou and J. Sivaguru, Chem. Commun., 2011, 47, 2568
DOI: 10.1039/C0CC04416D

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