Active conformation in amine-thiourea bifunctional organocatalysis preformed by catalyst aggregation

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32 Citations (Scopus)

Abstract

Self-activation: Takemoto's catalyst gains access to its active conformation by equilibrating between its hydrogen-bonded intra- and intermolecular interactions in apolar aprotic solvents. By destabilization of the inactive monomeric conformations, the extended anti-anti thiourea conformation is preformed in the assembly. On leaving the assembly, this transient conformation has a structural preference to become a catalytically active monomeric species that has the potency for dual activation (see scheme).

Original languageEnglish
Pages (from-to)1918-1922
Number of pages5
JournalChemistry - A European Journal
Volume18
Issue number7
DOIs
Publication statusPublished - Feb 13 2012

Keywords

  • bifunctional catalysts
  • molecular recognition
  • organocatalysis
  • self-association

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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