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

Rickdeb Sen; Digvijay Gahtory; Jorge Escorihuela; Judith Firet; Sidharam P. Pujari; Han Zuilhof

doi:10.1002/chem.201703103

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

Rickdeb Sen, Digvijay Gahtory, Jorge Escorihuela, Judith Firet, Sidharam P. Pujari, Han Zuilhof^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

10 Citations (Scopus)

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 15min. 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).

Original language	English
Pages (from-to)	13015-13022
Journal	Chemistry-A European Journal
Volume	23
Issue number	53
DOIs	https://doi.org/10.1002/chem.201703103
Publication status	Published - 2017

Keywords

Cycloaddition
Diels-Alder reaction
Mass spectrometry
Organic surface chemistry
Reaction rates

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10.1002/chem.201703103Licence: CC BY-NC-ND

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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 15min. 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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AU - Sen, Rickdeb

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AU - Escorihuela, Jorge

AU - Firet, Judith

AU - Pujari, Sidharam P.

AU - Zuilhof, Han

PY - 2017

Y1 - 2017

N2 - 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 15min. 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).

AB - 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 15min. 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).

KW - Cycloaddition

KW - Diels-Alder reaction

KW - Mass spectrometry

KW - Organic surface chemistry

KW - Reaction rates

U2 - 10.1002/chem.201703103

DO - 10.1002/chem.201703103

M3 - Article

AN - SCOPUS:85028544982

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JO - Chemistry-A European Journal

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ER -

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

Abstract

Keywords

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