2020
B. Xiao et al. / Journal of Organometallic Chemistry 692 (2007) 2014–2020
[15] M. Kondo, M. Shimamura, S. Noro, S. Minakoshi, A. Asami, K.
Seki, S. Kitagawa, Chem. Mater. 12 (2000) 1288.
[16] M. Fujita, K. Umemota, M. Yoshizawa, N. Fujita, T. Kusukawa,
K. Biradha, Chem. Commun. (2001) 509.
[17] B.G. Lor, E.G. Puebla, M. Iglesias, M.A. Monge, C.R. Valero, N.
Snejko, Inorg. Chem. 41 (2002) 2429.
(30% aqueous solution) was slowly added into the mixture
using a syringe pump every 15 min 10 ll for five times to
minimize H2O2 decomposition. After 2 h, the sample was
concentrated in vacuo, and the products were separated
by preparative TLC performed on dry silica gel plates with
acetic ether–petroleum ether (1:3 v/v) as the developing sol-
vents. PPE and DPQ were collected and dried in vacuo. All
reactions were run in duplicate, and the data reported rep-
resent the average of these reactions.
[18] (a) S.K. Yoo, J.Y. Ryu, J.Y. Lee, C. Kim, S.J. Kim, Y. Kim, Dalton
Trans. (2003) 1454;
(b) S.J. Hong, J.Y. Ryu, J.Y. Lee, C. Kim, S.J. Kim, Y. Kim, Dalton
Trans. (2004) 2697;
(c) C. Janiak, Dalton Trans. (2003) 2781.
1
Poly(phenylene ether) (PPE): H NMR (CDCl3, TMS)
[19] H.Y. Han, S.J. Zhang, H.W. Hou, Y.T. Fan, Y. Zhu, Eur. J. Inorg.
Chem. (2006) 1594.
[20] M. Abrantes, A. Valente, M. Pillinger, I.S. Gonc¸alves, J. Rocha,
d = 6.44 (s, 2H; HAr), 2.09 ppm (s, 6H; CH3); 13C NMR
(CDCl3, TMS) d = 16.6–16.8, 114.1, 114.5, 124.4, 125.0,
129.0, 131.6, 132.7, 145.6, 146.4, 151.5, 154.5, 154.8 ppm;
C.C. Romao, J. Catal. 209 (2002) 237.
˜
[21] B.Z. Lin, Y.M. Chen, P.D. Liu, Dalton Trans. (2003) 2474.
[22] M.R. Maurya, I. Jain, S.J.J. Titinchi, Appl. Catal. A: Gen. 249 (2003)
139.
[23] M.R. Maurya, A. Kumar, P. Manikandan, S. Chand, Appl. Catal.
A: Gen. 277 (2004) 45.
IR (KBr): mC–O–C ¼ 1186 cmꢀ1
.
Diphenoquinone (DPQ): 1H NMR (CDCl3, TMS)
d = 8.2 (s, 4H), 7.1 (s, 2H), 2.1 ppm (12H); 13C NMR
(CDCl3, TMS) d = 17.07, 129.56, 135.67, 139.10,
[24] A. Schiller, R. Scopelliti, M. Benmelouka, K. Severin, Inorg. Chem.
44 (2005) 6482.
187.21 ppm; IR (KBr):mC@O ¼ 1594 cmꢀ1
.
[25] N. Kitajima, Y. Morooka, Chem. Rev. 94 (1994) 737.
[26] O. Ohmori, M. Fujita, Chem. Commun. (2004) 1586.
[27] A.N. Paˆrvulescu, G. Marin, K. Suwinska, V.C. Kravtsov, M.
Andruh, V. Paˆrvulescud, V.I. Paˆrvulescu, J. Mater. Chem. 15
(2005) 4234.
[28] T. Ando, M. Kamigaito, M. Sawamoto, Macromolecules 33 (2000)
5825.
[29] J. Qiu, K. Matyjaszewski, L. Thouin, C. Amatore, Macromol. Chem.
Phys. 201 (2000) 1625.
Acknowledgements
We gratefully acknowledge the financial support of the
National Science Foundation of China (Nos. 20671082
and 20371042) and State Key Laboratory of Coordination
Chemistry of Nanjing University.
[30] M. Matsushita, K. Kamata, K. Yamaguchi, N. Mizuno, J. Am.
Chem. Soc. 127 (2005) 6632.
Appendix A. Supplementary material
[31] X.R. Meng, B. Xiao, Y.T. Fan, H.W. Hou, G. Li, Inorg. Chim. Acta
357 (2004) 1471.
[32] K. Saito, T. Tago, T. Masuyama, H. Nishide, Angew. Chem., Int.
Ed. 43 (2004) 730.
[33] M. Kodera, H. Shimakoshi, Y. Tachi, K. Katayama, K. Kano,
Chem. Lett. (1998) 441.
[34] R. Gupta, R. Mukherjee, Tetrahedron Lett. 41 (2000) 7763.
[35] R.S. Drago, J. Gaul, A. Zombeck, D. Straub, J. Am. Chem. Soc. 102
(1980) 1033.
[36] B.B. Corden, R.S. Drago, R.P. Perito, J. Am. Chem. Soc. 107 (1985)
2903.
[37] P.J. Baesjou, W.L. Driessen, G. Challa, J. Reedijk, Macromolecules
32 (1999) 270.
[38] H. Sakurai, K. Tokumaru, T. Matsuura, Yuuriki no Kagaku,
Naneido, Tokyo, 1967, p. 175.
[39] G.T. Musie, M. Wei, B. Subramaniam, D.H. Busch, Inorg. Chem. 40
(2001) 3336.
Supplementary data associated with this article can be
References
[1] A.S. Hay, H.S. Blanchard, G.F. Endres, J.W. Eustance, J. Am.
Chem. Soc. 81 (1959) 6335.
[2] A.S. Hay, J. Polym. Sci. Part A: Polym. Chem. 36 (1998) 505.
[3] P. Gamez, C. Simons, R. Steensma, W.L. Driessen, G. Challa, J.
Reedijk, Eur. Polym. J. 37 (2001) 1293.
´
[4] P. Gamez, C. Simons, G. Aromı, W.L. Driessen, G. Challa, J.
Reedijk, Appl. Catal. A: Gen. 214 (2001) 187.
[5] F.J. Viersen, G. Challa, J. Reedijk, Polymer 31 (1990) 1368.
[6] P.J. Baesjou, W.L. Driessen, G. Challa, J. Reedijk, J. Mol. Catal. A:
Chem. 110 (1996) 195.
[7] A. Camus, M.S. Garozzo, N. Marsich, M. Mari, J. Mol. Catal. A:
Chem. 112 (1996) 353.
[40] S. Tanase, P.M. Gallego, E. Bouwman, G.J. Long, L. Rebbouh, F.
Grandjean, R. Gelder, I. Mutikainen, U. Turpeinen, J. Reedijk,
Dalton Trans. (2006) 1675.
[8] P.J. Baesjou, W.L. Driessen, G. Challa, J. Reedijk, J. Mol. Catal. A:
Chem. 135 (1998) 273.
[9] K.T. Li, Polym. Bull. 34 (1995) 419.
[41] A.J. Schouten, G. Challa, J. Reedijk, J. Mol. Catal. 9 (1980) 41.
[42] G. Pandey, C. Muralikrishna, U.T. Bhalerao, Tetrahedron Lett. 31
(1990) 3771.
[10] P.J. Baesjou, W.L. Driessen, G. Challa, J. Reedijk, J. Am. Chem.
Soc. 119 (1997) 12590.
[11] P. Gamez, P.G. Aubel, W.L. Driessen, J. Reedijk, Chem. Soc. Rev.
30 (2001) 376.
´
[43] S.J.A. Guieua, A.M.M. Lanfredi, C. Massera, L.D. Pachoona, P.
Gameza, J. Reedijk, Catal. Today 96 (2004) 259.
[44] T. Moriuchi, T. Hirao, T. Ishikawa, Y. Ohshiro, I. Ikeda, J. Mol.
Catal. A: Chem. 95 (1995) L1.
[12] M. Fujita, Y.J. Kwon, S. Washizy, K. Ogura, J. Am. Chem. Soc. 116
(1994) 1151.
[45] M. Huisman, I.A. Koval, P. Gamez, J. Reedijk, Inorg. Chim. Acta
359 (2006) 1786.
[13] R. Tannenbaum, Chem. Mater. 6 (1994) 550.
[14] J.S. Seo, D. Whang, H. Lee, S.I. Jun, J. Oh, Y.J. Jeon, K. Kim,
Nature 404 (2000) 982.
[46] G.M. Sheldrick, SHELXTL-97, Program for Refinement of Crystal
Structures, University of Go¨ttingen, Germany, 1997.