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Enantioselective inclusion complexation of 2,3,4,6‐tetra‐ O ‐acetyl‐D‐glycopyranose as a chiral host with (+)‐(r)‐phenylethylamine: x‐ray characterization of the complex
Author(s) -
Francotte Eric,
Rihs Greta
Publication year - 1989
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.530010114
Subject(s) - chemistry , enantioselective synthesis , enantiomer , amine gas treating , tetra , stereoselectivity , enantiomeric excess , molecule , stereochemistry , inclusion (mineral) , inclusion compound , medicinal chemistry , crystallography , organic chemistry , catalysis , mineralogy
X‐ray analysis of the crystalline product obtained by reaction of 2,3,4,6‐Tetra‐ O ‐acetyl‐D‐glycopyranose with phenylethylamine revealed the formation of a real one‐to‐one inclusion complex. This complexaion is highly stereoselective, because only the (+)‐R‐enantiomeric form of the amine is included. Analogies to the mode of complexation of cellulose triaceate with chiral molecules in „inclusion chromatography” are discussed.