A new application of nano-graphene oxide as a heterogeneous catalyst in crossed-aldol condensation reaction under solvent-free conditions

Subject Areas : Iranian Journal of Catalysis

Mohammad Nasseri ¹ , Ali Allahresani ² , Heidar Raissi ³

1 - Department of Chemistry, Faculty of Science, University of Birjand, P. O. Box 97175-615, Birjand, Iran.
2 - Department of Chemistry, Faculty of Science, University of Birjand, P. O. Box 97175-615, Birjand, Iran.
3 - Department of Chemistry, Faculty of Science, University of Birjand, P. O. Box 97175-615, Birjand, Iran.

Received: 2013-12-04 Accepted : 2014-01-04 Published : 2014-03-01

Keywords:

References:

[1] D.A. Dikin, S. Stankovich, E.J. Zimney, R.D. Piner, G.H.B. Dommett, G. Evmenenko, S.T. Nguyen, R.S. Ruoff, Nature, 448 (2007) 457–460.
[2] C. Gomez-Navarro, M. Burghard, K. Kern, Nano Lett., 8 (2008) 2045–2049.
[3] H.L. Guo, X.F. Wang, Q.Y. Qian, F.B. Wang, X.H. Xia, ACS Nano, 3 (2009) 2653–2659.
[4] D.R. Dreyer, S. Park, C.W. Bielawski, R.S. Ruoff, Chem. Soc. Rev., 39 (2010) 228-240.
[5] O.C. Compton, S.T. Nguyen, Small, 6 (2010) 711-723.
[6] N. Varghese, U. Mogera, A. Govindaraj, A. Das, P.K. Maiti, A.K. Sood, C. N. R. Rao, Chem. Phys. Chem., 10 (2009) 206–210.
[7] L.H. Tang, Y. Wang, Y. Liu, J.H. Li. Acs Nano, 5 (2011) 3817–3822.
[8] W. Lv, M. Guo, M.H. Liang, F.M. Jin, L. Cui, L.J. Zhi, Q-H. Yang, J. Mater. Chem., 20 (2010) 6668–6673.
[9] T. Ferri, D. Frasca, O.A. de Fuentes, R. Santucci, M. Frasconi, Angew. Chem. Int. Ed., 50 (2011) 7074–7078.
[10] Q. Su, S.P. Pang, V. Alijani, C. Li, X.L. Feng, K. Mullen, Adv. Mater., 21 (2009) 3191–3195.
[11] (a) O.C. Compton, D.A. Dikin, K.W. Putz, L.C. Brinson, S.T. Nguyen, Adv. Mater., 22 (2010) 892-896; (b) H. Kim, A.A. Abdala, C.W. Macosko, Macromolecules, 43 (2010) 6515-6530.
[12] D.W. Boukhvalov, M.I. Katsnelson, Nano Lett., 8 (2008) 4373-4379.
[13] H.P. Mungse, S. Verma, N. Kumar, B. Sain, O.P. Khatri, J. Mater. Chem., (2012) 5427-5433.
[14] D.R. Dreyer, H.P. Jia, A.D. Todd, J. Geng, C.W. Bielawski, Org. Biomol. Chem., 9 (2011) 7292-7295.
[15] H.P. Jia, D.R. Dreyer, C.W. Bielawski, Tetrahedron, 67 (2011) 4431-4434.
[16] D.R. Dreyer, H.P. Jia, C.W. Bielawski, Angew. Chem. Int. Ed., 49 (2010) 6813-6816.
[17] A. Dhakshinamoorthy, M.S. Alvaro, P. Concepcion, V. Fornes, H. Garcia, Chem. Commun., 48 (2012) 5443-5445.
[18] S. Verma, H.P. Mungse, N. Kumar, S. Choudhary, S.L. Jain, B. Sain, O.P. Khatri, Chem. Commun., 47 (2011) 12673-12675.
[19] V. Kumar, K. Rama Rao, Tetrahedron Lett., 52 (2011) 5188-5191.
[20] F. Liu, J. Sun, L. Zhu, X. Meng, C. Qi, F.S. Xiao, J. Mater. Chem., 22 (2012) 5495-5502.
[21] (a) J. Huang, L. Zhang, B. Chen, N. Ji, F. Chen, Y. Zhang, Z. Zhang, Nanoscale, 2 (2010) 2733-2738; (b) K. Jasuja, J. Linn, S. Melten, V. Berry, J. Phys. Chem. Lett., 1 (2010) 1853-1860.
[22] G.M. Scheuermann, L. Rumi, P. Steurer, W. Bannwarth, R. Mulhaupt, J. Am. Chem. Soc., 131 (2009) 8262-8270.
[23] M. Zhou, A. Zhang, Z. Dai, C. Zhang, Y.P. Feng, J. Chem. Phys., 132 (2010) 194704.
[24] M. Stein, J. Wieland, P. Steurer, F. Tolle, R. Mulhaupt, B. Breit, Adv. Synth. Catal., 353 (2011) 523-527.
[25] M.A. Nasseri, M. Salimi, Lett. In Org. Chem., 10 (2013) 164–170.
[26] W.S. Hummers, R.E. Offeman, J. Am. Chem. Soc., 80 (1958) 1339-1339.
[27] S. Donner, H.W. Li, E.S. Yeung, M.D. Porter, Anal. Chem., 78 (2006) 2816-2822.
[28] H. Frey, G. Behmann, G. Kaupp, Chem. Ber., 120 (1987) 387-393.
[29] N. Iranpoor, F. Kazemi, Tetrahedron, 54 (1998) 9475-9480.
[30] M. Zheng, L. Wang, J. Shao, Q.A Zhong, Synth. Commun., 27 (1997) 351-354.
[31] H. Yamakoshi, H. Ohori, C. Kudo, A. Sato, N. Kanoh, C. Ishioka, H. Shibata, Y. Iwabuchi, Bioorg. & Med. Chem., 18 (2010) 1083–1092.
[32] S. Pei, H-M. Cheng, Carbon, 50 (2012) 3210-3228.
[33] M. Wojtoniszak, X. Chen, R. J. Kalenczuk, A. Wajda, J. Lapczuk, M. Kurzewski, M. Drozdzik, P.K. Chu, E. Borowiak-Palen. Colloids and Surfaces B: Biointerfaces, 89 (2012) 79– 85.
[34] W. Lu, R. Ning, X. Qin, Y. Zhang, G. Chang, S. Liu,Y. Luo, X. Sun. J. Hazard. Materials, 197(2011) 320–326.
[35] A. Zali, K. Ghani, A. Shokrolahi, M. H. Keshavarz. Chin. J. Catal., 29 (2008) 602–606.
[36] N. Iranpoor, F. Kazemi. Tetrahedron, 54 (1998) 9475-9480.
[37] B. Das, P. Thirupathi, I. Mahender, K. R. Reddy. J. Mole. Catal. A: Chem., 247 (2006) 182–185.
[38] W-B. Yi, C. Cai. J. Fluor. Chem., 126 (2005) 1553–1558.
[39] Y. Riadi, R. Mamouni, R. Azzalou, R. Boulahjar, Y. Abrouki, M. E. Haddad , S. Routier,G. Guillaumet, S. Lazar. Tetrahedron Lett., 51 (2010) 6715–6717.
[40] K. Rawal, M. K. Mishra, M. Dixit, M. Srinivasarao. J. Indust. Engin. Chem., 18 (2012) 1474–1481.
[41] A. Rostami, F. Ahmad-Jangi. Chin. Chem. Lett., 22 (2011) 1029–1032.
[42] D. H. Kim, A. F. M. Motiur Rahman, B-S. Jeong, E. S. Lee, Y. Jahng. Bull. Korean Chem. Soc., 30 (2009) 797-802.
[43] X. Zhang, X. Fan, H. Niu, J. Wang. Green Chem., 5 (2003) 267–269.
[44] A. Dhakshinamoorthy, M. Alvaro, H. Garcia. Adv. Synth. Catal., 352 (2010) 711–717.
[45] G. H. Mahdavinia, S. P.Trends in Modern Chem., 1 (2011) 5-10.
[46] A. Gharib, N. Noorozi Pesyan, M. Jahangir, M. Roshani, J. W. Scheeren. Bulgarian Chem. Communm. 45 (2013) 314–325.