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Enantioselective complexation of 1‐phenylethanol with chiral compounds bearing urea moiety
Author(s) -
Cuřínová Petra,
Dračínský Martin,
Jakubec Martin,
Tlustý Martin,
Janků Kristýna,
Izák Pavel,
Holakovský Roman
Publication year - 2018
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.22855
Subject(s) - chemistry , diastereomer , moiety , enantiomer , enantioselective synthesis , chirality (physics) , stereochemistry , urea , derivative (finance) , computational chemistry , organic chemistry , catalysis , chiral symmetry breaking , symmetry breaking , physics , quantum mechanics , financial economics , nambu–jona lasinio model , economics
A detailed study of diastereomeric complexes of chiral ureido‐1,1′‐binaphthalene derivatives with chiral 1‐phenylethanol showed that a derivative bearing only one urea unit makes five times more stable complex with ( S )‐enantiomer than with ( R )‐enantiomer of the alcohol. This phenomenon could be used in chiral discrimination processes. The influence of individual parts of the structure on the complexation properties is shown. The probable structure of diastereomeric complexes based on experimental results and computational methods is proposed.