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Preferential Crystallization of a Helicene–Viologen Hybrid – An Efficient Method to Resolve [5]Helquat Enantiomers on a 20 g Scale (Eur. J. Org. Chem. 3/2012)
Author(s) -
Vávra Jan,
Severa Lukáš,
Švec Pavel,
Císařová Ivana,
Koval Dušan,
Sázelová Petra,
Kašička Václav,
Teplý Filip
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201290000
Subject(s) - helicene , enantiopure drug , crystallization , chemistry , enantiomer , viologen , chiral resolution , resolution (logic) , chirality (physics) , supersaturation , crystallography , stereochemistry , organic chemistry , enantioselective synthesis , molecule , nambu–jona lasinio model , chiral symmetry breaking , physics , quantum mechanics , artificial intelligence , quark , computer science , catalysis
The cover picture shows two enantiopure 10 g samples of a chiral helicene–viologen hybrid resolved by preferential crystallization. This cyclic process depicted at the center relies on selective crystallization of one enantiomer from a supersaturated solution of an nearly racemic mixture. The study indicates that preferential crystallization is an advantageous but neglected multigram resolution strategy for helical compounds that form conglomerates. Details are discussed in the article by F. Teplý et al. on p. 489 ff. The image was designed by Alena Salamonová, Jan Vávra, and Filip Teplý.