@article{c56c67288bdd4b1a99be2d1b540de242,
title = "Synthesis and reduction of 2-nitroalkyl polysaccharide ethers",
abstract = "Several 2-nitroalkyl polysaccharide ethers (from pullulan (1), guar (2), agarose (3), inulin (4), cellulose (5), Na-α-polyglucuronate (6) and hydroxyethyl cellulose (7)) were synthesized by reaction with 2-nitro-1-alkenes (2-nitro-1-propene and 2-nitro-1-butene) formed in situ from 2-nitroalkyl acetates. Moderate to high efficiencies are obtained in concentrated aqueous solution/suspension for addition to 1-4 and 7. Analysis of this new class of polysaccharide derivatives with the aid of labeled 2-nitropropyl-2-13C pullulan revealed that the nitrogroup is a mixture of the nitroalkane and nitronic acid tautomers. Grafting of nitroalkenes is observed and, to a lesser extent, additional reactions of the nitro group (formation of carbonyl, oxime and allyl groups) take place. Reduction of 2-nitroalkyl polysaccharide ethers with Na2S2O4or Na2S2O4/NaBH4leads to complex polysaccharide ethers. The products obtained are most likely mixtures of starting material, nitroso compounds, hydroxylamines, hydroxypropyl ethers and sulfamates.",
keywords = "polymeres, polymeren",
author = "A. Heeres and Spoelma, {F. F.} and {Van Doren}, {H. A.} and Gotlieb, {K. F.} and Kellogg, {R. M.} and Bleeker, {Ido Pieter}",
year = "2000",
month = may,
day = "1",
doi = "10.1016/S0144-8617(99)00123-X",
language = "English",
volume = "42",
pages = "33--43",
journal = "Carbohydrate Polymers",
issn = "0144-8617",
publisher = "Elsevier Science",
number = "1",
}