Innentitelbild: Strain-Promoted Cycloaddition of Cyclopropenes with o -Quinones: A Rapid Click Reaction (Angew. Chem. 32/2018)

Strain-Promoted Cycloaddition of Cyclopropenes with o-Quinones : A Rapid Click Reaction

Abstract Novel click reactions are of continued interest in fields as diverse as bio‐conjugation, polymer science and surface chemistry. Qualification as a proper “click” reaction requires stringent criteria, including fast kinetics and high conversion, to be met. Herein, we report a novel strain‐promoted cycloaddition between cyclopropenes and o‐quinones in solution and on a surface. We demonstrate the “click character” of the reaction in solution and on surfaces for both monolayer and polymer brush functionalization.

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

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 via a combination of XPS and surface-bound mass spectrometry (DART-MS).

Inside Cover: Strain-Promoted Cycloaddition of Cyclopropenes with o -Quinones: A Rapid Click Reaction (Angew. Chem. Int. Ed. 32/2018)