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

Chemistry (Weinheim an der Bergstrasse, Germany) (2017-07-14)
Rickdeb Sen, Digvijay Gahtory, Jorge Escorihuela, Judith Firet, Sidharam P Pujari, Han Zuilhof
RÉSUMÉ

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).

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Octylphosphonic acid, 97%
Sigma-Aldrich
Hexadecylphosphonic acid, 97%