Fluorine in crystal engineering: photodimerization of (1E,3E)-1-phenyl-4-pentafluorophenylbuta-1,3-dienes in the crystalline state

Vishnumurthy, K and Row, TNG and Venkatesan, K (2002) Fluorine in crystal engineering: photodimerization of (1E,3E)-1-phenyl-4-pentafluorophenylbuta-1,3-dienes in the crystalline state. In: Photochemical & Photobiological Sciences, 1 (6). 427 -430.

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Abstract

(1E,3E)-1,4-Diphenylbuta-1,3-diene is photostable in the crystalline state, while fluoro-substitution induces reactivity. Crystals of (1E,3E)-1-pentafluorophenyl-4-(4-methoxyphenyl)buta-1,3-diene 1, (1E,3E)-1-pentafluorophenyl-4-(4-methylphenyl)buta-1,3-diene 2 and (1E,3E)-1-pentafluorophenyl-4-phenylbuta-1,3-diene 3 undergo double [2+2] photodimerization topochemically to yield anti head-to-tail photodimers in the crystalline state. Remarkably fluoro-substitution brings the reactant molecules into an anti head-to-tail arrangement in the crystal lattice with weak intermolecular interactions: C-(HF)-F-...,(FF)-F-...,C-H(...)pi,pi(...)pi.

Item Type:	Journal Article
Publication:	Photochemical & Photobiological Sciences
Publisher:	Royal Society Chemistry
Additional Information:	Copyright of this article belongs to Royal Society Chemistry.
Department/Centre:	Division of Biological Sciences > Biochemistry
Date Deposited:	21 Jul 2009 14:41
Last Modified:	19 Sep 2010 05:26
URI:	http://eprints.iisc.ac.in/id/eprint/18941

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