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

Moorthy, Jarugu Narasimha ; Venkatesan, Kailasam (1994) Photobehavior of crystalline 4-styrylcoumarin dimorphs: structure-reactivity correlations Bulletin of the Chemical Society of Japan, 67 (1). pp. 1-6. ISSN 0009-2673

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

Related URL: http://dx.doi.org/10.1246/bcsj.67.1

Abstract

4-Styrylcoumarin crystallizes from chloroform and hexane mixture in two morphologically different modifications. The monoclinic form (needles, P21/c) undergoes stereospecific photodimerization producing anti head-to-tail dimer across pyrone double bond, whereas the triclinic modification (prisms,) 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:Article
Source:Copyright of this article belongs to Chemical Society of Japan.
ID Code:66595
Deposited On:27 Oct 2011 04:16
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