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Studies towards a tailor‐made catalyst for the Diels‐Alder reaction using the technique of molecular imprinting
Author(s) -
Liu XiaoChuan,
Mosbach Klaus
Publication year - 1997
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.1997.030180711
Subject(s) - diels–alder reaction , imprinting (psychology) , catalysis , molecular imprinting , alder , materials science , polymer chemistry , polymer science , chemistry , chemical engineering , organic chemistry , selectivity , biology , engineering , ecology , gene , biochemistry
A tailor‐made catalytically active polymer catalyzing the bimolecular Diels‐Alder reaction is described. Kinetic studies carried out in acetonitrile at 82°C show a 270‐fold rate acceleration ( k cat / k uncat ) for the Diels‐Alder reaction between tetrachlorothiophene dioxide and maleic anhydride. The imprinted polymer induces Michaelis‐Menten kinetics, with an apparent K m of 42.5 mM and an apparent k cat of 3.82 × 10 −2 min −1 , respectively. Substrate selectivity, accessible binding site analysis, dissociation constant determination, and inhibition study were also performed.