Abstract
Gold nanoparticles (<2 nm) stabilized by poly(N-vinyl-2-pyrrolidone) (Au:PVP NPs) were prepared by reduction of AuCl4- with NaBH4 in the presence of PVP and characterized via an array of methods including optical absorption spectroscopy, transmission electron microscopy, X-ray diffraction, X-ray absorption near-edge structure, extended X-ray absorption fine structure, and X-ray photoelectron spectroscopy. We demonstrate for the first time that the Au:PVP NPs act as catalyst toward homocoupling of phenylboronic acid in water under aerobic conditions. Suppression of biphenyl formation under anaerobic conditions indicates that molecular oxygen dissolved in water is intimately involved in the coupling reactions. A mechanism of the aerobic homocoupling catalyzed by the Au:PVP NPs is proposed on the basis of a crucial role of dissolved oxygen, steric effects on the product yields, and the well-established mechanism for the Pd(II)-based catalysts.
| Original language | English |
|---|---|
| Pages (from-to) | 11293-11296 |
| Number of pages | 4 |
| Journal | Langmuir |
| Volume | 20 |
| Issue number | 26 |
| DOIs | |
| Publication status | Published - 2004 Dec 21 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Colloid and Surface Chemistry
Cite this
Colloidal gold nanoparticles as catalyst for carbon-carbon bond formation : Application to aerobic homocoupling of phenylboronic acid in water. / Tsunoyama, Hironori; Sakurai, Hidehiro; Ichikuni, Nobuyuki; Negishi, Yuichi; Tsukuda, Tatsuya.
In: Langmuir, Vol. 20, No. 26, 21.12.2004, p. 11293-11296.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Colloidal gold nanoparticles as catalyst for carbon-carbon bond formation
T2 - Application to aerobic homocoupling of phenylboronic acid in water
AU - Tsunoyama, Hironori
AU - Sakurai, Hidehiro
AU - Ichikuni, Nobuyuki
AU - Negishi, Yuichi
AU - Tsukuda, Tatsuya
PY - 2004/12/21
Y1 - 2004/12/21
N2 - Gold nanoparticles (<2 nm) stabilized by poly(N-vinyl-2-pyrrolidone) (Au:PVP NPs) were prepared by reduction of AuCl4- with NaBH4 in the presence of PVP and characterized via an array of methods including optical absorption spectroscopy, transmission electron microscopy, X-ray diffraction, X-ray absorption near-edge structure, extended X-ray absorption fine structure, and X-ray photoelectron spectroscopy. We demonstrate for the first time that the Au:PVP NPs act as catalyst toward homocoupling of phenylboronic acid in water under aerobic conditions. Suppression of biphenyl formation under anaerobic conditions indicates that molecular oxygen dissolved in water is intimately involved in the coupling reactions. A mechanism of the aerobic homocoupling catalyzed by the Au:PVP NPs is proposed on the basis of a crucial role of dissolved oxygen, steric effects on the product yields, and the well-established mechanism for the Pd(II)-based catalysts.
AB - Gold nanoparticles (<2 nm) stabilized by poly(N-vinyl-2-pyrrolidone) (Au:PVP NPs) were prepared by reduction of AuCl4- with NaBH4 in the presence of PVP and characterized via an array of methods including optical absorption spectroscopy, transmission electron microscopy, X-ray diffraction, X-ray absorption near-edge structure, extended X-ray absorption fine structure, and X-ray photoelectron spectroscopy. We demonstrate for the first time that the Au:PVP NPs act as catalyst toward homocoupling of phenylboronic acid in water under aerobic conditions. Suppression of biphenyl formation under anaerobic conditions indicates that molecular oxygen dissolved in water is intimately involved in the coupling reactions. A mechanism of the aerobic homocoupling catalyzed by the Au:PVP NPs is proposed on the basis of a crucial role of dissolved oxygen, steric effects on the product yields, and the well-established mechanism for the Pd(II)-based catalysts.
UR - http://www.scopus.com/inward/record.url?scp=11144223751&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=11144223751&partnerID=8YFLogxK
U2 - 10.1021/la0478189
DO - 10.1021/la0478189
M3 - Article
C2 - 15595746
AN - SCOPUS:11144223751
VL - 20
SP - 11293
EP - 11296
JO - Langmuir
JF - Langmuir
SN - 0743-7463
IS - 26
ER -