Applications of the Structure Correlation Principle to Pericyclic and Pseudopericyclic Fragmentation Reactions, Including the Retro Diels Alder and Retro Chelotropic Reactions
|Jonathan M. White 1, Yit Wooi Goh 1, David Birney 2|
1. The Univeristy of Melbourne (UNIMELB), Grattan Street, Melbourne 3052, Australia
Structural changes which occur during a chemical reaction can manifest in the ground state structure as deviations of bond distances and angles from 'normal values' along the reaction coordinate . We have applied this principle to pericyclic fragmentations including the retro Diels Alder and retro Cheletropic reactions [2-4], by determining accurate low temperature X-ray crystal structures of selected model substrates. Qualitative structure reactivity relationships will be discussed, and the structural effects associated with asychronous reaction pathways will be discussed.
 J. Dunitz, X-Ray Analysis and the Structure of Organic Molecules, Cornell University Press Ltd., London, 1979.
 B. R. Pool, J. M. White, Org. Lett. 2000, 2, 3505.
 D. Birney, T. K. Lim, J. H. P. Koh, B. R. Pool, J. M. White, J. Am. Chem. Soc. 2002, 124, 5091.
 G. Y. Wooi, J. M. White, Org. Biomolec. Chem. 2005, 3, 972.
Presentation: oral at 18th Conference on Physical Organic Chemistry, Symposium 2, by Jonathan M. White
See On-line Journal of 18th Conference on Physical Organic Chemistry
Submitted: 2006-01-10 00:17 Revised: 2009-06-07 00:44
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