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Cobalt(III) Complexes of D ‐Galactosylamine
Author(s) -
Lindner Leonie,
Klüfers Peter
Publication year - 2015
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.201500224
Subject(s) - pyranose , chemistry , anomer , deprotonation , cobalt , dication , cationic polymerization , stereochemistry , ligand (biochemistry) , furanose , crystallography , osmium , nuclear magnetic resonance spectroscopy , medicinal chemistry , ion , inorganic chemistry , polymer chemistry , organic chemistry , catalysis , receptor , biochemistry , ring (chemistry) , ruthenium
Abstract The β‐pyranose isomer of D ‐galactosylamine ( 1 ) formed complexes with three different cobalt(III) fragments. Crystals containing the dication [Co(tren)(β‐ D ‐Gal p 1N2H –1 ‐κ 2 N 1 , O 2 )] 2+ ( 3 ) showed coordination through the anomeric amino group (N1) and the deprotonated hydroxy group (O2) of the 4 C 1 β‐pyranose form, which is also the major isomer of free galactosylamine. The cationic complexes [Co( fac ‐dien)(β‐ D ‐Gal p 1N2H –1 ‐κ 2 N 1 , O 2 )] 2+ ( 4 ) and [Co(phen) 2 (β‐ D ‐Gal p 1N2H –1 ‐κ 2 N 1 , O 2 )] 2+ ( 5 ) were analysed by NMR spectroscopy and showed the same coordination mode as 3 . In terms of available ligand isomers it was shown that 1 exhibits an anomeric equilibrium in solution of both pyranose and both furanose forms as is typical for the parent glycose, galactose.