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N-Glycosylamines of 4,6-O-ethylidene-alpha-D-glucopyranose: synthesis, characterisation and structure of CO2H, Cl and F ortho-substituted phenyl derivatives and metal ion complexes of the CO2H derivative

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Title N-Glycosylamines of 4,6-O-ethylidene-alpha-D-glucopyranose: synthesis, characterisation and structure of CO2H, Cl and F ortho-substituted phenyl derivatives and metal ion complexes of the CO2H derivative
 
Creator SAH, AK
RAO, CP
SAARENKETO, PK
WEGELIUS, EK
RISSANEN, K
KOLEHMAINEN, E
 
Subject titanium-carbohydrate complexes
enantioselective syntheses
nickel(ii) complexes
glycoside ligands
crown-ether
coordination
diacetoneglucose
platinum(iv)
chemistry
sugars
 
Description A saccharide based ligand suitable for metal binding (HLCOOH) has been synthesized using 4,6-O-ethylidene-alpha-D-glucopyranose (4,6-O-EGP) and anthranilic acid. A few analogous glycosylamines with chloro and fluoro ortho substitutions have also been synthesized and characterised. Complexes of HLCOOH with Na+, K+, Mg2+, Ca2+, Ba2+, Cd2+ and Hg2+ have been isolated and characterised fully. The crystal structures of 4,6-O-EGP, the chloro analogue of HLCOOH and the K+ complex of L-COOH are established. The anomeric nature, orientation of the binding core and the co-ordination aspects of K+ have been derived from these structures.
 
Publisher ROYAL SOC CHEMISTRY
 
Date 2011-08-28T13:46:22Z
2011-12-26T12:58:03Z
2011-12-27T05:47:09Z
2011-08-28T13:46:22Z
2011-12-26T12:58:03Z
2011-12-27T05:47:09Z
2000
 
Type Article
 
Identifier JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, (20), 3681-3687
1470-479X
http://dx.doi.org/10.1039/b004854m
http://dspace.library.iitb.ac.in/xmlui/handle/10054/11754
http://hdl.handle.net/10054/11754
 
Language en