Generation of molecular chiral asymmetry through stirred crystallization.

Autor: Durand DJ; Department of Chemistry, Wake Forest University, Winston-Salem, North Carolina 27109, USA., Kondepudi DK, Moreira PF Jr, Quina FH
Jazyk: angličtina
Zdroj: Chirality [Chirality] 2002 May 05; Vol. 14 (4), pp. 284-7.
DOI: 10.1002/chir.10044
Abstrakt: 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.
(Copyright 2002 Wiley-Liss, Inc.)
Databáze: MEDLINE