Tetrahedron

Modulating chemical reactivity using a photoresponsive molecular switch

HD Samachetty, V Lemieux, NR Branda

Index: Samachetty, Hema D.; Lemieux, Vincent; Branda, Neil R. Tetrahedron, 2008 , vol. 64, # 36 p. 8292 - 8300

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Citation Number: 31

Abstract

The kinetics of an alkylation reaction are used to probe the effect of an electron-withdrawing pyridinium group on the nucleophilicity of a free pyridine in a photoresponsive dithienylcyclopentene (DTCP) derivative in order to demonstrate effective and reversible control over chemical reactivity. The kinetic data support the hypothesis that the ring-open isomer of the DTCP (1o) is more reactive than its ring-closed counterpart (1c) due to ...

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