Self-replication vs. reactive binary complexes--manipulating recognition-mediated cycloadditions by simple structural modifications

The rate of reaction and the selectivity of a Diels-Alder cycloaddition between a furan and a maleimide can be enhanced by the introduction of complementary recognition sites on the reactant species. Subtle manipulation of other structural elements allows the generation of the observed rate enhancem...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2004-12, Vol.2 (23), p.3434-3441
Main Authors: Pearson, Russell J, Kassianidis, Eleftherios, Slawin, Alexandra M Z, Philp, Douglas
Format: Article
Language:English
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Summary:The rate of reaction and the selectivity of a Diels-Alder cycloaddition between a furan and a maleimide can be enhanced by the introduction of complementary recognition sites on the reactant species. Subtle manipulation of other structural elements allows the generation of the observed rate enhancements and selectivities through either self-replication or formation of a pre-reactive binary complex.
ISSN:1477-0520
1477-0539
DOI:10.1039/b406862a