6533b830fe1ef96bd12972a4

RESEARCH PRODUCT

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

Digvijay GahtoryJudith FiretSidharam P. PujariHan ZuilhofHan ZuilhofHan ZuilhofJorge EscorihuelaRickdeb Sen

subject

Reaction ratesKinetics010402 general chemistry01 natural sciencesCatalysisReaccions químiquesReaction rateChemical kineticsComputational chemistryOrganic chemistryInverse electron-demand Diels–Alder reactionDiels-Alder reactionCycloadditionDiels–Alder reactionVLAGMass spectrometry010405 organic chemistryChemistryCommunicationOrganic ChemistrySubstrate (chemistry)General ChemistryOrganische ChemieCommunicationsCycloaddition0104 chemical sciencesDiels–Alder reactionSurface modificationOrganic surface chemistryQuímica orgànica

description

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).

10.1002/chem.201703103https://doi.org/10.1002/chem.201703103