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Tris(4-azidophenyl)methanol - a novel and multifunctional thiol protecting group.


ABSTRACT: The novel tris(4-azidophenyl)methanol, a multifunctionalisable aryl azide, is reported. The aryl azide can be used as a protecting group for thiols in peptoid synthesis and can be cleaved under mild reaction conditions via a Staudinger reduction. Moreover, the easily accessible aryl azide can be functionalised via copper-catalysed cycloaddition reactions, providing additional opportunities for materials chemistry applications.

SUBMITTER: Qiu X 

PROVIDER: S-EPMC9844210 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

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Tris(4-azidophenyl)methanol - a novel and multifunctional thiol protecting group.

Qiu Xujun X   Brückel Julian J   Zippel Christoph C   Nieger Martin M   Biedermann Frank F   Bräse Stefan S  

RSC advances 20230117 4


The novel tris(4-azidophenyl)methanol, a multifunctionalisable aryl azide, is reported. The aryl azide can be used as a protecting group for thiols in peptoid synthesis and can be cleaved under mild reaction conditions <i>via</i> a Staudinger reduction. Moreover, the easily accessible aryl azide can be functionalised <i>via</i> copper-catalysed cycloaddition reactions, providing additional opportunities for materials chemistry applications. ...[more]

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