The kinetic order of an interfacial Diels-Alder reaction depends on the environment of the immobilized dienophile

Muhammad N. Yousaf, Eugene W L Chan, Milan Mrksich

Research output: Contribution to journalArticlepeer-review

60 Scopus citations

Abstract

Cyclic voltammetry has been used to study the kinetics of the Diels- Alder reaction of cyclopentadiene with quinone immobilized on a monolayer (see scheme). By monitoring the reduction in current as the redox-active quinone is converted into the redox-inactive adduct, the reaction was shown to proceed with a second-order rate constant when hydroxyl groups were incorporated into the monolayer (X = OH), but with a first-order rate constant when methyl groups were incorporated (X = CH3).

Original languageEnglish (US)
Pages (from-to)1943-1946
Number of pages4
JournalAngewandte Chemie - International Edition
Volume39
Issue number11
DOIs
StatePublished - Jun 2 2000

Keywords

  • Cycloadditions
  • Electrochemistry
  • Interfaces
  • Kinetics
  • Monolayers

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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