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Oxidative modifications of cellulose in the periodate system - Reduction and beta-elimination reactions
dc.creator | Potthast, Antje | |
dc.creator | Schiehser, Sonja | |
dc.creator | Rosenau, Thomas | |
dc.creator | Kostić, Mirjana | |
dc.date.accessioned | 2021-03-10T11:10:05Z | |
dc.date.available | 2021-03-10T11:10:05Z | |
dc.date.issued | 2009 | |
dc.identifier.issn | 0018-3830 | |
dc.identifier.uri | http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1502 | |
dc.description.abstract | The conversion of cellulose to dialdehyde cellulose (DAC) by treatment with aqueous periodate was studied by the CCOA method, which is a combination of gel permeation chromatography and carbonyl-selective fluorescence labeling. The beta-alkoxy-elimination reaction under alkaline conditions was used as a diagnostic tool to address the regioselectivity of the oxidation at low degrees of conversion. The oxidation proceeded by random oxidant attack; cluster-like or isolated oxidation patterns were excluded. The beta-alkoxy-elimination proceeded as a competitive process during reduction of DAC by sodium borohydride. Reduction was thus inevitably accompanied by a significant loss in molecular weight. The borohydride treatment decompacted the molecules by reducing the aldehyde groups and destroying hemiacetal crosslinks. As a result, highly flexible chains were produced. | en |
dc.publisher | Walter de Gruyter & Co, Berlin | |
dc.rights | restrictedAccess | |
dc.source | Holzforschung | |
dc.subject | beta-elimination | en |
dc.subject | cellulose | en |
dc.subject | dialdehyde cellulose (DAC) | en |
dc.subject | gel permeation chromatography | en |
dc.subject | oxidation | en |
dc.subject | periodate | en |
dc.subject | reduction | en |
dc.title | Oxidative modifications of cellulose in the periodate system - Reduction and beta-elimination reactions | en |
dc.type | article | |
dc.rights.license | ARR | |
dc.citation.epage | 17 | |
dc.citation.issue | 1 | |
dc.citation.other | 63(1): 12-17 | |
dc.citation.rank | M21 | |
dc.citation.spage | 12 | |
dc.citation.volume | 63 | |
dc.identifier.doi | 10.1515/HF.2009.108 | |
dc.identifier.scopus | 2-s2.0-58149096826 | |
dc.identifier.wos | 000263247700003 | |
dc.type.version | publishedVersion |