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Gold/Palladium Bimetallic Alloy Nanoclusters Stabilized by Chitosan as Highly Efficient and Selective Catalysts for Homocoupling of Arylboronic Acid
Onsulang
Sophiphun A,
Jatuporn
Wittayakun A,
Raghu Nath
Dhital B,
Setsiri
Haesuwannakij B,
Arumugam
Murugadoss C and
Hidehiro
Sakurai B C D
A
School of Chemistry, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima 30000, Thailand.
B
Department of Functional Molecular Science, School of Physical Sciences, The Graduate University for Advanced Studies (SOKENDAI), Myodaiji, Okazaki 444-8787, Japan.
C
Research Center for Molecular Scale Nanoscience, Institute for Molecular Science, Myodaiji, Okazaki 444-8787, Japan.
D
Corresponding author. Email: hsakurai@ims.ac.jp
Australian Journal of Chemistry
65(9)
1238-1243 http://dx.doi.org/10.1071/CH12175
Submitted: 30 March 2012 Accepted: 9 May 2012 Published:
16
July
2012
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Abstract
Aerobic oxidative homocoupling of arylboronic acid under acidic aqueous conditions (pH 4.0) using bimetallic Au/Pd alloy nanoclusters stabilized by chitosan has been investigated. It was found that a Au0.81Pd0.19 catalyst (3.1 ± 0.8 nm) exhibited superior catalytic activities as compared to monometallic Au (2.3 ± 0.3 nm) and other series of bimetallic nanoclusters, giving the corresponding biaryls in nearly quantitative yield. 
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References
[1]
(a) R. Ferrando, J. Jellineck, R. L. Johnston, Chem. Rev. 2008, 108, 845.
| CrossRef | CAS |  (b) N. Toshima, T. Yonezawa, New J. Chem. 1998, 22, 1179.
| CrossRef | (c) G. J. Hutchings, Chem. Commun. 2008, 10, 1148.
| CrossRef | (d) M. Chen, D. Kumar, C.-W. Yi, D. W. Goodman, Science 2005, 310, 291.
| CrossRef | (e) S. Yudha, R. N. Dhital, H. Sakurai, Tetrahedron Lett. 2011, 52, 2633.
| CrossRef | (f) L. Kesavan, R. Tiruvalam, M. H. A. Rahim, M. I. B. Saiman, D. I. Enashe, R. L. Jenkins, N. Dimitratos, J. A. Lopez-Sanchez, S. H. Taylor, D. W. Knight, C. J. Kiely, G. J. Hutchings, Science 2011, 331, 195.
| CrossRef | (g) H. Zhang, T. Watanabe, M. Okumura, M. Haruta, N. Toshima, Nat. Mater. 2012, 11, 49.
| CrossRef |
[2]
(a) H. Zhang, Y. Xie, Z. Sun, R. Tao, C. Huang, Y. Zhao, Z. Liu, Langmuir 2011, 27, 1152.
| CrossRef | CAS | (b) A. Villa, C. Campione, L. Prati, Catal. Lett. 2007, 115, 133.
| CrossRef | (c) A. M. Venezia, V. L. Parola, G. Deganello, B. Pawelec, J. L. G. Fierro, J. Catal. 2003, 215, 317.
| CrossRef |
[3]
T. Tsukuda, H. Tsunoyama, H. Sakurai, Chem. Asian J. 2011, 6, 736.
| CrossRef | CAS |
[4]
H. Tsunoyama, H. Sakurai, N. Ichikuni, Y. Negishi, T. Tsukuda, Langmuir 2004, 20, 11293.
| CrossRef | CAS |
[5]
(a) S. Carrettin, J. Guzman, A. Corma, Angew. Chem. Int. Ed. 2005, 44, 2242.
For gold catalyzed homocoupling reactions see: | CrossRef | CAS | (b) S. Carrettin, A. Corma, M. Iglesias, F. Sanchez, Appl. Catal. A Gen. 2005, 291, 247.
| CrossRef | (c) N. G. Willis, J. Guzman, Appl. Catal. A 2008, 339, 68.
| CrossRef | (d) L. Chaicharoenwimolkul, A. Munmai, S. Chairam, U. Tewasekson, S. Sapudom, Y. Lakliang, E. Somsook, Tetrahedron Lett. 2008, 49, 7299.
| CrossRef | (e) C. González-Arellano, A. Corma, M. Iglesias, F. Sánchez, J. Catal. 2006, 238, 497.
| CrossRef |
[6]
H. G. Kuivila, J. Am. Chem. Soc. 1954, 76, 870.
| CrossRef | CAS |
[7]
H. Sakurai, H. Tsunoyama, T. Tsukuda, J. Organomet. Chem. 2007, 692, 368.
| CrossRef | CAS |
[8]
R. N. Dhital, A. Murugadoss, H. Sakurai, Chem. Asian J. 2012, 7, 55.
| CrossRef | CAS |
[9]
A. Murugadoss, H. Sakurai, J. Mol. Catal. Chem. 2011, 341, 1.
| CrossRef | CAS |
[10]
(a) R. W. J. Scott, O. M. Wilson, S.-K. Oh, E. A. Kenik, R. M. Crooks, J. Am. Chem. Soc. 2004, 126, 15583.
| CrossRef | CAS | (b) N. Toshima, M. Harada, Y. Yamazaki, K. Asakura, J. Phys. Chem. 1992, 96, 9927.
| CrossRef | (c) J. A. Creighton, D. G. Eadon, J. Chem. Soc., Faraday Trans. 1991, 87, 3881.
| CrossRef |
[11]
R. N. Dhital, H. Sakurai, Chem. Lett. 2012, 41, 630.
| CrossRef | CAS |
[12]
H. Tsunoyama, N. Ichikuni, H. Sakurai, T. Tsukuda, J. Am. Chem. Soc. 2009, 131, 7086.
| CrossRef | CAS |
[13]
N. K. Chaki, H. Tsunoyama, Y. Negishi, H. Sakurai, T. Tsukuda, J. Phys. Chem. C. 2007, 111, 4885.
| CrossRef | CAS |
[14]
A. Murugadoss, N. Kai, H. Sakurai, Nanoscale 2012, 4, 1280.
| CrossRef | CAS |
[15]
C. Hansch, A. Leo, R. W. Taft, Chem. Rev. 1991, 91, 165.
The Hammett substituent constants were taken from reported literature: | CrossRef | CAS |
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