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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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 |
|---|---|
| Publication: | Bulletin of the Chemical Society of Japan |
| Publisher: | Chemical society of japan |
| Additional Information: | Copyright of this article belongs to Chemical society of japan. |
| Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
| 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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