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 enhancements and selectivities through either self-replication or formation of a pre-reactive binary complex.
Pearson
Russell J
RJ
Centre for Biomolecular Sciences, School of Chemistry, University of St Andrews, North Haugh, St Andrews, UK KY16 9ST.
Kassianidis
Eleftherios
E
Slawin
Alexandra M Z
AM
Philp
Douglas
D