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 | Zendy

Francotte Eric | Zendy; Rihs Greta | Zendy

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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.

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