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Synthesis of a novel polymeric carbohydrate via regio‐ and stereoselective cyclopolymerization of 1,2:5,6‐dianhydrohexitol
Author(s) -
Yokota Kazuaki,
Kakuchi Toyoji,
Satoh Toshifumi,
Umeda Stoshi,
Kamada Masatoshi
Publication year - 2000
Publication title -
macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 1022-1360
DOI - 10.1002/1521-3900(200007)157:1<13::aid-masy13>3.0.co;2-4
Subject(s) - cationic polymerization , monomer , galactitol , polymer chemistry , polymer , stereoselectivity , chemistry , polymerization , organic chemistry , catalysis , galactose
The selective cyclopolymerization of 1,2:5,6‐dianhydrohexitols corresponding to diepoxides was a new synthetic strategy for polycarbohydrates, though the polymer is a lack of the anomeric linkage which is found in the naturally occurring polysaccharides. 1,2:5,6‐Dianhydro‐3,4‐di‐ O ‐methyl‐D‐mannitol, L‐iditol, and D‐glucitol were polymerized using t ‐BuOK and BF 3 ·Oet 2 to produce the polymers consisting of five‐membered rings. On the other hand, the polymers consisting of six‐membered rings were obtained by the cationic and anionic polymerizations of meso allitol and galactitol monomers, respectively.