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Catalysts Supported by Homochiral Molecular Helices: A New Concept to Implement Asymmetric Amplification in Catalytic Science
Author(s) -
Li Yan,
Bouteiller Laurent,
Raynal Matthieu
Publication year - 2019
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201901246
Subject(s) - enantiopure drug , catalysis , chirality (physics) , enantioselective synthesis , selectivity , polymer , covalent bond , chemistry , polymerization , enantiomer , monomer , combinatorial chemistry , enantiomeric excess , solvent , polymer chemistry , materials science , organic chemistry , physics , chiral symmetry breaking , quantum mechanics , quark , nambu–jona lasinio model
Connecting intrinsically achiral catalytic centers to helical polymers provides a new class of asymmetric catalysts whose selectivity exclusively stems from the chiral environment provided by the helical polymer. Chirality amplification phenomena allow to control the handedness and the helical sense excess of these polymers which in turn dictate the stereochemical direction and the extent of enantioinduction, respectively, obtained in the course of the asymmetric reaction. This minireview is focused on such helical catalysts built either on a covalent or a non‐covalent scaffold and for which the handedness is controlled by an asymmetric polymerization reaction, by enantiopure monomers or by chiral additives. The selectivity of catalysts based on a dynamic helical backbone can be tuned by changing the solvent or with additives. The fact that the enantiomeric state of such asymmetric catalysts can be switched in a predictable way is particularly emphasized.