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Topochemical dimerization of non-parallel double bonds: 7-methoxycoumarin

Bhadbhade, MM and Murthy, GS and Venkatesan, K and Ramamurthy, V (1984) Topochemical dimerization of non-parallel double bonds: 7-methoxycoumarin. In: Chemical Physics Letters, 109 (3). pp. 259-263.

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X-ray crystal structure analysis of 7-methoxycoumarin reveals that the reactive double bonds are rotated by about 65° with respect to each other, the centre-to-centre distance between the double bonds being 3.83 Å. In spite of this unfavourable arrangement, photodimerization occurs in the crystalline state yielding the syn-head-tail dimer as the only product. Lattice energy calculations on ground-state molecules in crystals throw light on the mechanism of the reaction.

Item Type: Journal Article
Publication: Chemical Physics Letters
Publisher: Elsevier science
Additional Information: Copyright for this article belongs Elsevier science.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 10 Feb 2010 05:33
Last Modified: 19 Sep 2010 05:38
URI: http://eprints.iisc.ac.in/id/eprint/21586

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