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Generation of molecular chiral asymmetry through stirred crystallization
Author(s) -
Durand Daniel J.,
Kondepudi Dilip K.,
Moreira Jr. Paulo F.,
Quina Frank H.
Publication year - 2002
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.10044
Subject(s) - chemistry , crystallization , enantiomeric excess , enantiomer , asymmetry , crystal (programming language) , solid state , enantioselective synthesis , crystallography , stereochemistry , organic chemistry , catalysis , physics , particle physics , computer science , programming language
In our earlier work we established that stirred crystallization of achiral compounds that crystallize in enantiomeric forms result in spontaneous chiral symmetry breaking. The asymmetry thus spontaneously generated is confined to the solid state. In this article, we present a case in which the crystal enantiomeric excess (CEE) can be converted to molecular enantiomeric excess (EE) through a solid state reaction which relates the enantiomeric form of the crystal to the enantiomeric form of the product. Such a process not only provides a means of detecting the CEE generated in stirred crystallization but it is also a means through which chiral asymmetry generated spontaneously is “propagated” to generate chiral compounds with enantiomeric excess. Chirality 14:284–287, 2002. © 2002 Wiley‐Liss, Inc.