Intramolecular michael-type addition in the solid state

Goud, B. Satish ; Panneerselvam, Kaliyamoorthy ; Zacharias, David E. ; Desiraju, Gautam R. (1995) Intramolecular michael-type addition in the solid state Journal of the Chemical Society, Perkin Transactions 2 (2). pp. 325-330. ISSN 0300-9580

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Several substituted 2'-hydroxy-4',6'-dimethylchalcones undergo a solid state Intramolecular Michaeltype addition reaction to yield the corresponding flavanones, at temperatures significantly below the melting points of the reactants or products. Single crystal X-ray diffraction studies of the reactant and product phases have been carried out and indicate that these solid state reactions most likely proceed in a non-topochemical fashion. A similar conclusion is deduced from X-ray powder diffraction, differential scanning calorimetry and packing energy calculations. Reaction in the defect regions is probably important because considerable relaxation in the molecular conformation of the chalcone is required in the crystal before Intramolecular ring-closure to the flavanone can occur.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry.
ID Code:11048
Deposited On:09 Nov 2010 04:13
Last Modified:28 May 2011 11:59

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