Startseite Naturwissenschaften A selectivity study of reaction of the carbonate radical anion with methyl β-d-cellobioside and methyl β-d-glucoside in oxygenated aqueous solutions
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A selectivity study of reaction of the carbonate radical anion with methyl β-d-cellobioside and methyl β-d-glucoside in oxygenated aqueous solutions

  • Magnus Carlsson , Johan Lind und Gábor Merényi
Veröffentlicht/Copyright: 7. März 2006
Holzforschung
Aus der Zeitschrift Band 60 Heft 2

Abstract

In the presence of oxygen, radiolytically generated carbonate radical anions, CO3•–, were reacted with methyl β-D-cellobioside and methyl β-D-glucoside. From the ensuing product pattern, it was concluded that CO3•– abstracts hydrogen atoms predominantly from glucosidic C1–H bonds. This high intramolecular selectivity was rationalised mainly in terms of a polar effect on the transition state of the hydrogen abstraction reaction. The present findings are in sharp contrast to the relative inertness of CO3•– towards glucosidic C1–H bonds previously observed in cotton linters. The reasons for this discrepancy are discussed in light of a possible future role of CO3•– as a bleaching agent for pulp.

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Corresponding author. Gábor Merényi, School of Chemistry, The Royal Institute of Technology, Teknikringen 36, SE-100 44 Stockholm, Sweden

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Published Online: 2006-03-07
Published in Print: 2006-03-01

©2006 by Walter de Gruyter Berlin New York

Artikel in diesem Heft

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