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Approach Matters: The Kinetics of Interfacial Inverse-Electron Demand Diels-Alder Reactions.

ABSTRACT: Rapid and quantitative click functionalization of surfaces remains an interesting challenge in surface chemistry. In this regard, inverse electron demand Diels-Alder (IEDDA) reactions represent a promising metal-free candidate. Herein, we reveal quantitative surface functionalization within 15 min. Furthermore, we report the comprehensive effects of substrate stereochemistry, surrounding microenvironment and substrate order on the reaction kinetics as obtained by surface-bound mass spectrometry (DART-HRMS).

SUBMITTER: Sen R

PROVIDER: S-EPMC5637934 | biostudies-literature | 2017 Sep

REPOSITORIES: biostudies-literature

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Approach Matters: The Kinetics of Interfacial Inverse-Electron Demand Diels-Alder Reactions.

Sen Rickdeb R Gahtory Digvijay D Gahtory Digvijay D Escorihuela Jorge J Firet Judith J Pujari Sidharam P SP Zuilhof Han H

Chemistry (Weinheim an der Bergstrasse, Germany) 20170823 53

Rapid and quantitative click functionalization of surfaces remains an interesting challenge in surface chemistry. In this regard, inverse electron demand Diels-Alder (IEDDA) reactions represent a promising metal-free candidate. Herein, we reveal quantitative surface functionalization within 15 min. Furthermore, we report the comprehensive effects of substrate stereochemistry, surrounding microenvironment and substrate order on the reaction kinetics as obtained by surface-bound mass spectrometry ...[more]

PMID: 28703436

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