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Catalytic Enantiodifferentiating Photocyclodimerization of 2‐Anthracenecarboxylic Acid Mediated by a Non‐Sensitizing Chiral Metallosupramolecular Host
Author(s) -
Ke Chenfeng,
Yang Cheng,
Mori Tadashi,
Wada Takehiko,
Liu Yu,
Inoue Yoshihisa
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200902911
Subject(s) - supramolecular chemistry , yield (engineering) , enantiomer , catalysis , host (biology) , enantiomeric excess , chemistry , cyclodextrin , stereochemistry , enantioselective synthesis , combinatorial chemistry , organic chemistry , biology , materials science , genetics , molecule , metallurgy
Cap in hand : Combined use of diamino‐γ‐cyclodextrin (CD) and Cu(ClO 4 ) 2 resulted in the first catalytic supramolecular photochirogenesis in the photocyclodimerization of 2‐anthracenecarboxylic acid. The anti ‐head‐to‐head cyclodimer formed in 64–70 % enantiomeric excess and about 50 % yield; these values are the highest ever reported for CD‐mediated photochirogenesis.