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

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Abstract

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.

Original languageEnglish
Pages (from-to)3434-3441
Number of pages8
JournalOrganic & Biomolecular Chemistry
Volume2
DOIs
Publication statusPublished - 2004

Keywords

  • DIELS-ALDER REACTION
  • CYCLIC ANHYDRIDE FORMATION
  • ENZYMATIC-REACTIONS
  • GROUND-STATE
  • ORGANIC-SYNTHESIS
  • GIANT VESICLES
  • HYDROGEN-BOND
  • SYSTEMS
  • AUTOCATALYSIS
  • PEPTIDE

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