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Active Conformation in Amine–Thiourea Bifunctional Organocatalysis Preformed by Catalyst Aggregation
Author(s) -
Tárkányi Gábor,
Király Péter,
Soós Tibor,
Varga Szilárd
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201102701
Subject(s) - thiourea , monomer , bifunctional , chemistry , organocatalysis , catalysis , amine gas treating , hydrogen bond , intermolecular force , combinatorial chemistry , polymer chemistry , stereochemistry , organic chemistry , polymer , enantioselective synthesis , molecule
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).