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 language | English |
|---|---|
| Pages (from-to) | 4246-4249 |
| Number of pages | 4 |
| Journal | Journal of the American Chemical Society |
| Volume | 139 |
| Issue number | 12 |
| DOIs | |
| Publication status | Published - Mar 29 2017 |
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ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
- Biochemistry
- Colloid and Surface Chemistry
Cite this
Enhancing the Rate of Quantum-Dot-Photocatalyzed Carbon-Carbon Coupling by Tuning the Composition of the Dot's Ligand Shell. / Zhang, Zhengyi; Edme, Kedy; Lian, Shichen; Weiss, Emily A.
In: Journal of the American Chemical Society, Vol. 139, No. 12, 29.03.2017, p. 4246-4249.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Enhancing the Rate of Quantum-Dot-Photocatalyzed Carbon-Carbon Coupling by Tuning the Composition of the Dot's Ligand Shell
AU - Zhang, Zhengyi
AU - Edme, Kedy
AU - Lian, Shichen
AU - Weiss, Emily A
PY - 2017/3/29
Y1 - 2017/3/29
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85016242262&partnerID=8YFLogxK
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U2 - 10.1021/jacs.6b13220
DO - 10.1021/jacs.6b13220
M3 - Article
VL - 139
SP - 4246
EP - 4249
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 12
ER -