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  FUNCTIONALIZATION PATTERN OF TERT-BUTYLDIMETHYL-SILYL CELLULOSE EVALUATED BY NMR SPECTROSCOPY
 
 
Titel: FUNCTIONALIZATION PATTERN OF TERT-BUTYLDIMETHYL-SILYL CELLULOSE EVALUATED BY NMR SPECTROSCOPY
Auteur: Thomas Heinze
Annett Pfeifer
Katrin Petzold
Verschenen in: BioResources
Paginering: Jaargang 3 (2008) nr. 1 pagina's 79-90
Jaar: 2008
Inhoud: Tert-butyldimethylsilyl cellulose with a degree of substitution (DS) of up to 2 could be obtained by homogeneous conversion of the biopolymer with tert-butylchlorosilane in N,N-dimethyl aceteamide/LiCl in the presence of imidazole. The cellulose derivatives were characterized in detail by means of two-dimensional NMR spectroscopic techniques including subsequent derivatization of the original polymer by consecutive methylation-desilyation-acetylation. The very well resolved NMR spectra indicate that dependent on the reaction temperature 2,6-di-O-tert-butyldimethylsilyl moieties are the main repeating units. 3,6-di-O- and 6-mono-O functionalized repeating units were identified in very small amount if the reaction is carried out at room temperature. Additionally, 2,3,6-tri-O-silylated functions appear if reaction is carried out at temperature of 100°C. Thus, a novel path for regioselective protection of position 2 and 6 for cellulose was established.
Uitgever: College of Natural Resources, North Carolina State University
Bronbestand: Elektronische Wetenschappelijke Tijdschriften
 
 

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