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Photoisomerization of spironaphthalenones and its mechanism

Kasturi, Tirumalai R and Mandal, Asish B and Prasad, Ganesha KB and Gonibella, Raju J (1992) Photoisomerization of spironaphthalenones and its mechanism. In: Tetrahedron, 48 (40). pp. 8841-8848.

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Spironaphthalenones 1a–g & 1j–m on irradiation, with UV light gives the isomeric spironaphthalenones 2a–g & 2j–m in almost quantitative yield. On the other hand, spironaphthalenones 1h, 1i, 1n & 1o photoisomerized to the isomeric spironaphthalenones in reduced yields. Similar irradiation of 2a–g & 2j–m did not bring any change whereas 2h, 2i, 2n & 2o rearranged to isomeric spironaphthalenones. A probable mechanism has been proposed for this isomerization.

Item Type: Journal Article
Publication: Tetrahedron
Publisher: Elsevier Science Ltd.
Additional Information: Copyright of this article belongs to Elsevier Science Ltd.
Keywords: Photoisomerization;spironaphthalenones
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 13 Feb 2008
Last Modified: 19 Sep 2010 04:42
URI: http://eprints.iisc.ac.in/id/eprint/12818

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