Potential tuning and reaction control in the Diels–Alder reaction between cyclopentadiene and methyl acrylate in supercritical carbon dioxide

1998; Royal Society of Chemistry; Volume: 94; Issue: 10 Linguagem: Inglês

10.1039/a800873f

ISSN

1364-5455

Autores

Anthony A. Clifford, Katherine Pople, William J. Gaskill, Keith D. Bartle, Christopher M. Rayner,

Tópico(s)

Chemical Reactions and Mechanisms

Resumo

The ratio of endo- to exo-products in the Diels–Alder reaction between cyclopentadiene and methyl acrylate in supercritical carbon dioxide, plotted vs. the density of the medium, was found to go through a maximum at a density higher than the critical density. The effect can be explained in terms of the adjustment of the position of the nearest-neighbour solvent molecules with respect to the transition state. A theoretical discussion is given, which justifies this process being described as 'potential tuning'.

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