Enantioselective Complexation of 1‐Phenylethanol with Chiral Compounds Bearing Urea Moiety.

0490484 - ÚCHP 2019 RIV US eng J - Journal Article
Cuřínová, Petra - Dračínský, Martin - Jakubec, Martin - Tlustý, M. - Janků, K. - Izák, Pavel - Holakovský, R.
Enantioselective Complexation of 1‐Phenylethanol with Chiral Compounds Bearing Urea Moiety.
Chirality. Roč. 30, č. 6 (2018), s. 798-806. ISSN 0899-0042. E-ISSN 1520-636X
R&D Projects: GA ČR(CZ) GA17-00089S; GA ČR(CZ) GA18-11851S
Institutional support: RVO:67985858 ; RVO:61388963
Keywords : enantioselective complexation * binaphthalene * urea
OECD category: Physical chemistry; Organic chemistry (UOCHB-X)
Impact factor: 1.927, year: 2018

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.
Permanent Link: http://hdl.handle.net/11104/0284712