Abstract
A series of chromium(III) Schiff base complexes immobilized on MCM-41 were prepared and characterized by various physicochemical and spectroscopic methods. The complexes were used for the selective oxidation of alcohols by 30% hydrogen peroxide without any organic solvent, phase transfer catalyst or additive. The immobilized complexes proved to be effective catalysts and generally exhibited much higher catalytic performance than their corresponding homogeneous analogs. The catalytic performance of the immobilized complexes was also found to be closely related to the Schiff base ligands used. Under the optimal reaction conditions, secondary alcohols, cyclic alcohols and benzyl alcohol were prevailingly oxidized to their corresponding ketones or aldehydes.
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Markó IE, Giles PR, Tsukazaki M, Brown SM, Urch CJ (1996) Science 274:2044
Balogh-Hergovich É, Speier G (2005) J Mol Catal A: Chem 44:79
Thorp HH (2000) Science 289:882
Bakac A (1995) Mechanistic and kinetics aspects of transition metal oxygen chemistry in progress in inorganic chemistry. In: Karlin DK (ed), vol 43. NewYork: Wiley, p 297
Hong LS (2001) The Hong Kong Polytechnic University, Doctoral dissertation
Stamatis Ag, Doutsi P, Vartzouma Ch, Christoforidis KC, Deligiannakis Y, Louloudi M (2009) J. Mol Catal A: Chem 297:44
Arunachalam S, Padma Priya N, Jayabalakrishnan C, Chinnusamy V (2009) Spectrochim. Acta A 74:591
Andrews M, Laye RH, Pope SJA (2009) Transition Met Chem 34:493
Fernández I, Pedro JR, Roselló AL, Ruiz R, Castro I, Ottenwaelder X, Journaux Y (2001) Eur J Org Chem 1235
Karandikar P, Dhanya KC, Deshpande S, Chandwadkar AJ, Sivasanker S, Agashe M (2004) Catal Commun 5:69
Wu GD, Wang XL, Li JP, Zhao N, Wei W, Sun YH (2008) Catal Today 131:402
Wang XL, Wu GD, Li JP, Zhao N, Wei W, Sun YH (2007) Catal Lett 119:89
Oliveira P, Machado A, Ramos AM, Fonseca I, Braz Fernandes FM, Botelho do Rego AM, Vital J (2009) Micropor Mesopor Mat 120:432
Silva AR, Figueiredo JL, Freire C, Castro de B (2004) Micropor Mesopor Mat 68:83
Joseph T, Hartmann M, Ernst S, Halligudi SB (2004) J Mol Catal A: Chem 207:129
Zhou XG, Yu XQ, Huang JS, Li SG, Li LS, Che CM (1999) Chem Commun 1789
Zhang H, Xiang S, Li C (2005) Chem Commun 1209
Xiang S, Zhang Y, Xin Q, Li C (2002) Chem Commun 2696
Demicheli G, Maggi R, Mazzacani A, Righi P, Sartori G, Bigi F (2001) Tetrahedron Lett 42:2401
Singh UG, Williams RT, Hallam KR, Allen GC (2005) J Solid State Chem 178:3405
Kresge CT, Leonowicz ME, Roth WJ, Vartuli JC, Beck JS (1992) Nature 359:710
Baleizão C, Gigante B, Sabater MJ, Garcia H, Corma A (2002) Appl Catal A: Gen 228:279
Wang XL, Wu GD, Li JP, Zhao N, Wei W, Sun YH (2007) J Mol Catal A: Chem 276:86
Srinivasan K, Kochi JK (1985) Inorg Chem 24:4671
Domínguez I, Fornés V, Sabater MJ (2004) J Catal 228:92
Gigante B, Corma A, García H, Sabater MJ (2000) Catal Lett 68:113–119
Kingma IE, Wiersma M, Van der Baan JL, Balt S, Bickelhaupt FG, de Bolster MW, Klumpp GW, Spek AL (1993) J Chem Soc Chem Commun 832
Mukherjee S, Samanta S, Roy BC, Bhaumik A (2006) Appl Catal A: Gen 301:79
Lim MH, Stein A (1999) Chem Mater 11:3285
Sing KSW, Everett DH, Haul RAW, Moscow L, Pierotti RA, Rouquerol T, Siemienewska T (1985) Pure Appl Chem 57:603
Brunel D, Bellocq N, Sutra P, Cauvel A, Laspéras M, Moreau P, Renzo FD, Galarneau A, Fajula F (1998) Coord Chem Rev 180:1085
Acknowledgments
The authors acknowledge the financial support from National Science Technology Foundation of China (No. 2006BAC2A08) and NJIT Scientific Research Foundation for Introduce Talents (KXJ 08033 and KXJ 08034).
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Wang, X., Wu, G., Wei, W. et al. Solvent-free oxidation of alcohols by hydrogen peroxide over chromium Schiff base complexes immobilized on MCM-41. Transition Met Chem 35, 213–220 (2010). https://doi.org/10.1007/s11243-009-9316-7
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DOI: https://doi.org/10.1007/s11243-009-9316-7