Enhancing the Rate of Quantum-Dot-Photocatalyzed Carbon-Carbon Coupling by Tuning the Composition of the Dot's Ligand Shell

Zhengyi Zhang, Kedy Edme, Shichen Lian, Emily A. Weiss*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

116 Scopus citations

Abstract

This Communication describes the photoredox catalysis of a C-C coupling reaction between 1-phenylpyrrolidine (PhPyr) and phenyl trans-styryl sulfone by visible-light-absorbing colloidal CdS quantum dots (QDs), without a sacrificial oxidant or reductant, and without a co-catalyst. Simple kinetic analysis reveals that photo-oxidation of PhPyr by the QDs is the rate-limiting step. Disordering of the ligand shell of the QDs by creating mixed monolayers of oleate and octylphosphonate increases the initial rate of the reaction by a factor of 2.3, and the energy efficiency (mol product/joule of incident photons) of the reaction by a factor of 1.6, by facilitating the hole-transfer step.

Original languageEnglish (US)
Pages (from-to)4246-4249
Number of pages4
JournalJournal of the American Chemical Society
Volume139
Issue number12
DOIs
StatePublished - Mar 29 2017

ASJC Scopus subject areas

  • General Chemistry
  • Biochemistry
  • Catalysis
  • Colloid and Surface Chemistry

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