Clickable Polymers Accessible through Nucleophilic Substitution on Polysaccharides: A Sophisticated Route to Functional Polymers

This review article is dedicated to special polysaccharide esters – the polysaccharide toluenesulfonic acid esters (tosylates) and polysaccharide carbonate esters. After describing the specifics of the synthesis, particular emphasis is placed on the use of polysaccharide tosylates and polysaccharide...

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Main Authors: Agnes Kemmer, Haisong Qi, Thomas Heinze
Format: Article
Language:English
Published: North Carolina State University 2022-11-01
Series:BioResources
Subjects:
Online Access:https://ojs.cnr.ncsu.edu/index.php/BRJ/article/view/22153
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author Agnes Kemmer
Haisong Qi
Thomas Heinze
author_facet Agnes Kemmer
Haisong Qi
Thomas Heinze
author_sort Agnes Kemmer
collection DOAJ
description This review article is dedicated to special polysaccharide esters – the polysaccharide toluenesulfonic acid esters (tosylates) and polysaccharide carbonate esters. After describing the specifics of the synthesis, particular emphasis is placed on the use of polysaccharide tosylates and polysaccharide phenyl carbonates for subsequent modification by nucleophilic substitution (SN) reactions. For this purpose, the advantages and limitations of the respective derivatives are discussed with regard to their application in chemical modification with nucleophiles containing functional groups. A few functional polysaccharide derivatives and their properties are presented. Finally, reactive derivatives for click chemistry approaches are featured. These can be prepared starting from the reactive intermediate of either polysaccharide tosylate or polysaccharide phenyl carbonate.
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spelling doaj.art-e5c0c1699f744daa84133f732b8d909f2023-06-26T18:15:10ZengNorth Carolina State UniversityBioResources1930-21262022-11-0117472677284155Clickable Polymers Accessible through Nucleophilic Substitution on Polysaccharides: A Sophisticated Route to Functional PolymersAgnes Kemmer0Haisong Qi1Thomas Heinze2Friedrich-Schiller-University JenaSouth China University of TechnologyFriedrich-Schiller-University JenaThis review article is dedicated to special polysaccharide esters – the polysaccharide toluenesulfonic acid esters (tosylates) and polysaccharide carbonate esters. After describing the specifics of the synthesis, particular emphasis is placed on the use of polysaccharide tosylates and polysaccharide phenyl carbonates for subsequent modification by nucleophilic substitution (SN) reactions. For this purpose, the advantages and limitations of the respective derivatives are discussed with regard to their application in chemical modification with nucleophiles containing functional groups. A few functional polysaccharide derivatives and their properties are presented. Finally, reactive derivatives for click chemistry approaches are featured. These can be prepared starting from the reactive intermediate of either polysaccharide tosylate or polysaccharide phenyl carbonate.https://ojs.cnr.ncsu.edu/index.php/BRJ/article/view/22153polysaccharide tosylatepolysaccharide phenyl carbonatenucleophilic substitutionreactive polysaccharideclick chemistry
spellingShingle Agnes Kemmer
Haisong Qi
Thomas Heinze
Clickable Polymers Accessible through Nucleophilic Substitution on Polysaccharides: A Sophisticated Route to Functional Polymers
BioResources
polysaccharide tosylate
polysaccharide phenyl carbonate
nucleophilic substitution
reactive polysaccharide
click chemistry
title Clickable Polymers Accessible through Nucleophilic Substitution on Polysaccharides: A Sophisticated Route to Functional Polymers
title_full Clickable Polymers Accessible through Nucleophilic Substitution on Polysaccharides: A Sophisticated Route to Functional Polymers
title_fullStr Clickable Polymers Accessible through Nucleophilic Substitution on Polysaccharides: A Sophisticated Route to Functional Polymers
title_full_unstemmed Clickable Polymers Accessible through Nucleophilic Substitution on Polysaccharides: A Sophisticated Route to Functional Polymers
title_short Clickable Polymers Accessible through Nucleophilic Substitution on Polysaccharides: A Sophisticated Route to Functional Polymers
title_sort clickable polymers accessible through nucleophilic substitution on polysaccharides a sophisticated route to functional polymers
topic polysaccharide tosylate
polysaccharide phenyl carbonate
nucleophilic substitution
reactive polysaccharide
click chemistry
url https://ojs.cnr.ncsu.edu/index.php/BRJ/article/view/22153
work_keys_str_mv AT agneskemmer clickablepolymersaccessiblethroughnucleophilicsubstitutiononpolysaccharidesasophisticatedroutetofunctionalpolymers
AT haisongqi clickablepolymersaccessiblethroughnucleophilicsubstitutiononpolysaccharidesasophisticatedroutetofunctionalpolymers
AT thomasheinze clickablepolymersaccessiblethroughnucleophilicsubstitutiononpolysaccharidesasophisticatedroutetofunctionalpolymers