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Strain‐Promoted Cycloaddition of Cyclopropenes with o‐Quinones: A Rapid Click Reaction
Authors:Digvijay Gahtory  Dr. Rickdeb Sen  Andriy R. Kuzmyn  Dr. Jorge Escorihuela  Prof. Dr. Han Zuilhof
Affiliation:1. Laboratory of Organic Chemistry, Wageningen University and Research, WE, Wageningen, The Netherlands;2. Departamento de Química Orgánica, Facultad de Química, Universidad de Valencia, Valencia, Spain;3. School of Pharmaceutical Sciences and Technology, Tianjin University, Tianjin, P.R. China;4. Department of Chemical and Materials Engineering, King Abdulaziz University, Jeddah, Saudi Arabia
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.
Keywords:kinetics  mass spectrometry  metal-free click reactions  monolayers  polymer brushes
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