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Large Nonlinear Effect Observed in the Enantiomeric Excess of Proline in Solution and That in the Solid State
Author(s) -
Hayashi Yujiro,
Matsuzawa Masayoshi,
Yamaguchi Junichiro,
Yonehara Sayaka,
Matsumoto Yasunobu,
Shoji Mitsuru,
Hashizume Daisuke,
Koshino Hiroyuki
Publication year - 2006
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.200601506
Subject(s) - chirality (physics) , crystallization , proline , enantiomer , dissolution , nonlinear system , solid state , enantiomeric excess , chemistry , thermodynamics , chemical engineering , stereochemistry , physics , organic chemistry , amino acid , enantioselective synthesis , biochemistry , particle physics , engineering , quantum mechanics , catalysis , chiral symmetry breaking , nambu–jona lasinio model , quark
A clue to the origin of chirality? A solution of proline with high enantiomeric excess (85–99 % ee ) was obtained from solid proline of only 10 % ee through novel dissolution and crystallization processes (see scheme). This observation may be an explanation for the origin of chirality on Earth.