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Helical Polymer as Mimetic Enzyme Catalyzing Asymmetric Aldol Reaction
Author(s) -
Zhang Dongyue,
Ren Chonglei,
Yang Wantai,
Deng Jianping
Publication year - 2012
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.201100826
Subject(s) - aldol reaction , cyclohexanone , enantioselective synthesis , polymer , yield (engineering) , chemistry , catalysis , optically active , polymer chemistry , stereochemistry , combinatorial chemistry , materials science , organic chemistry , metallurgy
This Communication reports optically active helical substituted polyacetylenes which solely catalyzed asymmetric Aldol reaction between cyclohexanone and p‐nitrobenzaldehyde; more importantly the helical structures are found to play crucial roles in the asymmetric catalysis, with a remarkable yield and ee (both up to 80%). A synergic effect is observed between the helical structures in the polymer main chains and the pendent prolinamide moieties for successfully catalyzing the asymmetric reaction. The role of the helical polymer backbones is further verified by tuning the relative helical structure content.