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Analysis of geometric and strain effects in homo-Diels-Alder reactions

Pramanik, Animesh and Chandrasekhar, Jayaraman (1996) Analysis of geometric and strain effects in homo-Diels-Alder reactions. In: Proceedings of the Indian Academy of Sciences - Chemical Sciences, 108 (5). pp. 459-468.

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Abstract

Molecular mechanics calculations have been carried out to quantify the key geometric and strain effects which are likely to control the homo-Diels-Alder reactivity of 1,4-dienes. The criteria considered include C1..C5 and C2..C4 distances in the diene, twist angle of the two pi units, and the magnitude of strain increase as a result of cycloaddition. By first considering these factors in a number of non-conjugated dienes with known reactivity, the ranges of values within which the reaction is favoured are proposed. Calculations are also reported on several substrates which have not been investigated so far. Promising systems for experimental study are suggested which, in addition to being intrinsically interesting, would place the present proposals on a firm basis.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Indian Academy of Sciences.
Keywords: Homo-Diels-Alder reaction;molecular mechanics;strain; modelling.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 10 May 2011 09:16
Last Modified: 10 May 2011 09:16
URI: http://eprints.iisc.ernet.in/id/eprint/37009

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