Competitive photocyclization/rearrangement of 4-aryl-1, 1-dicyanobutenes controlled by intramolecular charge-transfer interaction. Effect of medium polarity, …

…, E Nishiuchi, G Fukuhara, Y Inoue, T Mori

Index: Ito, Tadashi; Nishiuchi, Emi; Fukuhara, Gaku; Inoue, Yoshihisa; Mori, Tadashi Photochemical and Photobiological Sciences, 2011 , vol. 10, # 9 p. 1405 - 1414

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Citation Number: 5

Abstract

A series of 4-aryl-1, 1-dicyanobutenes (1a–1f) with different substituents were synthesized to control the intramolecular donor–acceptor or charge-transfer (C–T) interactions in the ground state. Photoexcitation of these C–T substrates led to competitive cyclization and rearrangement, the ratio being critically controlled by various environmental factors, such as solvent polarity, temperature and static pressure, and also by excitation wavelength and ...