Oxidation of benzylic alcohols with molecular oxygen catalyzed by Cu3/2[PMo12O40]/SiO2

الموضوعات : Iranian Journal of Catalysis

Hamid Aliyan ¹ , Razieh Fazaeli ² , Ahmad Reza Massah ³ , Hamid Javaherian Naghash ⁴ , Saeed Moradi ⁵

1 - Department of Chemistry, Islamic Azad University, Shahreza Branch, 86145-311, Iran.
2 - Department of Chemistry, Islamic Azad University, Shahreza Branch, 86145-311, Iran.
3 - Department of Chemistry, Islamic Azad University, Shahreza Branch, 86145-311, Iran.
4 - Department of Chemistry, Islamic Azad University, Shahreza Branch, 86145-311, Iran.
5 - Department of Chemistry, Islamic Azad University, Shahreza Branch, 86145-311, Iran.

تاريخ الإرسال : 11 الإثنين , ربيع الأول, 1432 تاريخ التأكيد : 29 الثلاثاء , جمادى الأولى, 1432 تاريخ الإصدار : 29 الأربعاء , جمادى الثانية, 1432

الکلمات المفتاحية: green chemistry, aerobic alcohol oxidation, Polyoxometalates (POMs),

ملخص المقالة :

The aerobic oxidation of alcohols was efficiently completed in high conversion and selectivity using Cu3/2[PMo12O40]/SiO2 as catalyst under mild reaction condition. This reaction provides a new environmentally friendly rout to the conversion of alcoholic function to carbonyl groups.

المصادر:

[1] R. A. Sheldon., A. I. Arends Hanefeld U. Green chemistry and catalysis. Wiely-VCH Verlag GmbH & Co KgaA, Weinheim (2007).

[2] F. Ullmann Ullmann’s encyclopedia of industrial chemistry Wiley-VCH Verlag, Weinheim (2003).

[3] J. I. Kroschwitz Kirth Othmer encyclopedia of chemical technology, vol 4, 4th edn. Wiley-Interscience, New Delhi (1992).

[4] G, Cainelli G. Cardillo (1984) Chromium oxidations in organic chemistry. Springer, Berlin

[5] D.G. Lee, U. A. Spitzer J. Org. Chem. 35 (1970) 3589-3590.

[6] F. M. Menger, C. Lee Tetrahedron Lett. 22 (1981) 1655-1656.

[7] T. Matsumoto, M. Ueno, N. Wang, S. Kobayashi, Chem. Asian J. 3 (2008) 196-214.

[8] B. A. Steinhoff, S. S. Stahl, J. Am. Chem. Soc. 128 (2006) 4348-4355.

[9] T. Matsumoto, M. Ueno, J. Kobayashi, H. Miyamura, Y. Mori, S. Kobayashi, Adv.Synth. Catal. 349 (2007) 531-534.

[10] F. Z. Su, Y. M. Liu, L. C. Wang, Y. Cao, H. Y. He, K. N. Fan, Angew. Chem. 2007, 120, 340 – 343.

[11] S. Mannam, S. K. Alamsetti, G. Sekar, Adv. Synth. Catal., 349 (2007) 2253-2258.

[12] Y. M. A. Yamada, T. Arakawa, H. Hocke, Y. Uozumi, Angew. Chem. 119 (2007) 718-720.

[13] B. M. Choudary, M. L. Kantam, A. Rahman, C. V. Reddy, K. K. Rao, Angew. Chem. 113 (2001) 785-788.

[14] M. L. Kantam, J. Yadav, S. Laha, B. Sreedhar, S. Bhargava, Adv. Synth. Catal., 350 (2008) 2575-2582.

[15]  S. L. Suib, Acc. Chem. Res. 41 (2008) 479-487.

[16] N. W. Wang, R. H. Liu, J. P. Chen, X. M. Liang, Chem. Commun. (2005) 5322-5324.

[17] I. A. Ansari, R. Gree, Org. Lett., 4 (2002) 1507-1509.

[18] R.A. Sheldon, I.W.C.E. Arends, G. J. T. Brink, A. Dijksman, Acc. Chem. Res. 35 (2002) 774-781.

[19] M. T. Pope, Heteropoly and Isopolyoxometalates, Springer-Verlag, New York, 1983, p. 1.

[20] N. Mizuno, M. Misono, Chem. Rev. 98 (1998) 199-218.

[21] A. Haimov, R. Neumann, Chem. Commun. (2002) 876-877.

[22] P. Nagaraju, N. Pasha, P. S. S. Prasad, N. Lingaiah, Green Chem. 9 (2007) 1126-1129.

[23]  J. Wang, L. Yan, G. Qian, X. Wang, Tetrahedron Lett., 47 (2006) 7171-7174.

[24] S. K. Jana, Y. Kubota, T. Tatsumi, J. Catal. 255 (2008) 40-47.

[25] G. Maayan, R. Neumann, Catal. Lett., 123 (2008) 41-45.

[26] S. Zhang, S. Gao, Z. Xi, J. Xu, Catal. Commun., 8 (2007) 531-534.

[27] J. Wang, L. Yan, G. Qian, S. Li, K. Yang, H. Liu, X. Wang, Tetrahedron 63 (2007) 1826-1832.

[28] O. A. Kholdeeva, M. P. Vanina, M. N. Timofeeva, R. I. Maksimovskaya, T. A. Trubitsina, M. S. Melgunov, E. B. Burgina, J. M. Bialon, A. B. Jarzebski, C. L. Hill, J. Catal. 226 (2004) 363-371.

[29] K. Yamaguchi, N. Mizuno, New. J. Chem. 26 (2002) 972-974.

[30] A. M. Khenkin, R. Neumann, J. Org. Chem. 67 (2002) 7075-7079.

[31] R. Fazaeli, S. Tangestaninejad, H. Aliyan, M. Moghadam, Appl. Catal. A. Gen.  309 (2006) 44-51.

[32] R. Fazaeli, S. Tangestaninejad, H. Aliyan,  Appl. Catal. A. Gen.  318 (2007) 218-226.

[33] R. Fazaeli, H. Aliyan, Appl. Catal. A. Gen. 331 (2007) 78-83.

[34] R. Fazaeli, H. Aliyan, Appl. Catal. A. Gen. 353 (2009) 74-79.

[35] T. Tanaka, Y. Nishimura, S. Kawasaki, M. Ooe, T. Funabiki, S. Yoshida, J. Catal. 118 (1989) 327-383.

[36] M. M. M. Add El-Wahab, A. A. Said, J. Mol. Catal. A. 240 (2005) 109-118.

[37] N. Mizuno, M. Tateishi, M. Iwamoto, Appl. Catal. A 128 (1995) 165-170.

[38] Z. Du, H. Miao, H. Ma, Z. Sun, J. Ma, J. Xu, Adv. Synth. Catal., 351 (2009) 558-562.

[39] S. Mannam, S. Kumar Alamsettu, G. Sekar, Adv. Synth. Catal., 349 (2007) 2253-2258.

[40] D. Sloboda-Rozner, K. Neimann, R. Neumann, J. Mol. Catal. 262 (2007)109-113.