6533b7dafe1ef96bd126ebff

RESEARCH PRODUCT

Rapid and Complete Surface Modification with Strain-Promoted Oxidation-Controlled Cyclooctyne-1,2-Quinone Cycloaddition (SPOCQ)

Jorge EscorihuelaFloris L. Van DelftHan ZuilhofHan ZuilhofRickdeb Sen

subject

Kinetics02 engineering and technologyMetal-free click chemistry010402 general chemistryMass spectrometry01 natural sciencesCatalysisQuímica de superfíciesVLAGMass spectrometryStrain (chemistry)Bicyclic moleculeChemistryCommunicationOrganic ChemistryGeneral MedicineGeneral ChemistryCyclooctynes021001 nanoscience & nanotechnologyOrganische ChemieSurface chemistryCombinatorial chemistryCommunicationsCycloaddition0104 chemical sciencesQuinoneKineticsSurface modification0210 nano-technologyQuímica orgànica

description

Abstract Strain‐promoted oxidation‐controlled cyclooctyne‐1,2‐quinone cycloaddition (SPOCQ) between functionalized bicyclo[6.1.0]non‐4‐yne (BCN) and surface‐bound quinones revealed an unprecedented 100 % conjugation efficiency. In addition, monitoring by direct analysis in real time mass spectrometry (DART‐MS) revealed the underlying kinetics and activation parameters of this immobilization process in dependence on its microenvironment.

https://doi.org/10.1002/anie.201612037