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Photobehavior of crystalline 4-styrylcoumarin dimorphs: structure-reactivity correlations

Moorthy, Jarugu Narasimha and Venkatesan, Kailasam (1994) Photobehavior of crystalline 4-styrylcoumarin dimorphs: structure-reactivity correlations. In: Bulletin of the Chemical Society of Japan, 67 (1). pp. 1-6.

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Official URL: http://www.jstage.jst.go.jp/article/bcsj/67/1/67_1...


4-Styrylcoumarin crystallizes from chloroform and hexane mixture in two morphologically different modifications. The monoclinic form (needles, P2(1)/c) undergoes stereospecific photodimerization producing anti head-to-tail dimer across pyrone double bond, whereas the triclinic modification (prisms, P ($) over bar 1) dimerizes yielding photodimer of the same configuration, but across styrenic double bond. Single crystal X-ray analyses of the dimorphs reveal the packing differences permitting rationalization of the regio- and stereochemistry of the photoproducts. The significantly low dimer yield from the prismatic crystals is rationalized.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Chemical society of japan.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Ms V Mangala
Date Deposited: 08 Apr 2011 10:15
Last Modified: 08 Apr 2011 10:15
URI: http://eprints.iisc.ac.in/id/eprint/36689

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