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Open Chemistry

formerly Central European Journal of Chemistry


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Volume 7, Issue 3

Issues

Volume 13 (2015)

Hydrolysis kinetics of p-nitrophenylpicolinate catalyzed by schiff base Mn(III) complexes in Gemini 16-2-16 micellar solutiony

Bin Xu
  • Key Laboratory of Green Chemistry & Technology, School of Chemistry and Pharmaceutical Engineering, Sichuan University of Science & Engineering, Sichuan Zigong, 643000, China
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/ Weidong Jiang
  • Key Laboratory of Green Chemistry & Technology, School of Chemistry and Pharmaceutical Engineering, Sichuan University of Science & Engineering, Sichuan Zigong, 643000, China
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/ Jin Zhang
  • Department of Chemistry and Environment Science, Chongqing University of Arts and Science, Chongqing Yongchuan, 402160, China
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/ Guangyin Fan / Jianzhang Li
  • Key Laboratory of Green Chemistry & Technology, School of Chemistry and Pharmaceutical Engineering, Sichuan University of Science & Engineering, Sichuan Zigong, 643000, China
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Published Online: 2009-06-21 | DOI: https://doi.org/10.2478/s11532-009-0043-x

Abstract

Two mono-Schiff base Mn(III) complexes (MnL2Cl, L=L1 and L2) were synthesized and employed as artificial hydrolases in catalyzing the hydrolysis of p-nitrophenylpicolinate (PNPP) in Gemini 16-2-16 micellar solution. The effect of different micelles and their complex structures on the catalytic hydrolysis of PNPP is discussed in detail. The observations showed that MnL 22Cl exhibited higher catalytic activity over MnL 12Cl under a comparable condition, which confirmed that an open active centre is essential for modulating the activities of the two enzyme mimics. Moreover, under the conditions employed, hydrolytic rates of PNPP induced by these Mn(III) complexes were faster in Gemini 16-2-16 micelles than that in the micellar solution of cetyltrimethylammonium bromide (CTAB), a conventional analogue of Gemini 16-2-16.

Keywords: PNPP; Hydrolysis kinetics; Steric hindrance; Gemini 16-2-16 micelle; Schiff base Mn(III) complexes

  • [1] W. Zeng et al., Adv. Synth. Catal. 346, 1385 (2004) http://dx.doi.org/10.1002/adsc.200404094CrossrefGoogle Scholar

  • [2] R. Krishnan, S. Vancheesan, J. Mol. Catal. A-Chem. 142, 377 (1999) http://dx.doi.org/10.1016/S1381-1169(98)00346-XCrossrefGoogle Scholar

  • [3] T. Tsumaki, Bull. Chem. Soc. Jpn. 13, 252 (1938) http://dx.doi.org/10.1246/bcsj.13.252CrossrefGoogle Scholar

  • [4] D. Chen, A.E. Martell, Inorg. Chem. 26, 1026 (1987) http://dx.doi.org/10.1021/ic00254a013CrossrefGoogle Scholar

  • [5] W. Zhang, J.L. Loebach, S.R. Wilson, E.N. Jacobsen, J. Am. Chem. Soc. 112, 2801 (1990) http://dx.doi.org/10.1021/ja00163a052CrossrefGoogle Scholar

  • [6] E.N. Jacobsen, L. Deng, Tetrahedron 50, 4323 (1994) http://dx.doi.org/10.1016/S0040-4020(01)89369-8CrossrefGoogle Scholar

  • [7] T. Yamada, K. Inagawa, T. Nagata, T. Mukaiyama, Chem. Lett. 21, 2231 (1992) http://dx.doi.org/10.1246/cl.1992.2231CrossrefGoogle Scholar

  • [8] W.D. Jiang et al., Colloid Surf. A 315, 103 (2008) http://dx.doi.org/10.1016/j.colsurfa.2007.07.018CrossrefGoogle Scholar

  • [9] W.D. Jiang et al., J. Chem. Sci. 120, 411 (2008) http://dx.doi.org/10.1007/s12039-008-0065-5CrossrefGoogle Scholar

  • [10] W.D. Jiang et al., Prog React. Kinet. Mec. 31, 11 (2006) CrossrefGoogle Scholar

  • [11] W.D. Jiang et al., J. Disper. Sci. Tech. 27, 869 (2006) http://dx.doi.org/10.1080/01932690600719297CrossrefGoogle Scholar

  • [12] W.D. Jiang et al., J. Disper. Sci. Tech. 27, 879 (2006) http://dx.doi.org/10.1080/01932690600719321CrossrefGoogle Scholar

  • [13] J.Z. Li et al., Transit. Met. Chem. 31, 487 (2006) http://dx.doi.org/10.1007/s11243-006-0019-zCrossrefGoogle Scholar

  • [14] X.M. Kou et al., J. Mol. Catal. A-Chem. 210, 23 (2004) http://dx.doi.org/10.1016/j.molcata.2003.09.004CrossrefGoogle Scholar

  • [15] Z.S. Zhang, X.M. Yu, L.K. Fong, L.D. Margerum, Inorg. Chim. Acta 317, 72 (2001) http://dx.doi.org/10.1016/S0020-1693(01)00424-8CrossrefGoogle Scholar

  • [16] M. Scarpellini et al., Inorg. Chem. 42, 8353 (2003) http://dx.doi.org/10.1021/ic026277cCrossrefGoogle Scholar

  • [17] T. Itoh et al., Bull. Chem. Soc. Jpn. 69, 1265 (1996) http://dx.doi.org/10.1246/bcsj.69.1265CrossrefGoogle Scholar

  • [18] A. Nomura, Y. Sugiura, Inorg. Chem. 43, 1708 (2004) http://dx.doi.org/10.1021/ic034931yCrossrefGoogle Scholar

  • [19] J. Fendler, Membrane Mimetic Chemistry (Wiley, New York, 1982) 339 Google Scholar

  • [20] C.A. Bunton, G. Savelli, Adv. Phys. Org. Chem. 22, 213 (1986) http://dx.doi.org/10.1016/S0065-3160(08)60169-0CrossrefGoogle Scholar

  • [21] Ch. Rav-Acha, I. Ringel, S. Sarel, J. Katzhendler, Tetrahedron 44, 5879 (1988) http://dx.doi.org/10.1016/S0040-4020(01)81445-9CrossrefGoogle Scholar

  • [22] F. Valérie, B. Alain, L. Pierre, J. Mol. Catal. 85, 45 (1993) http://dx.doi.org/10.1016/0304-5102(93)87122-OCrossrefGoogle Scholar

  • [23] P. Scrimin, P. Tecilla, U. Tonellato, C.A. Bunton, Colloids Surf. A 144, 71 (1998) http://dx.doi.org/10.1016/S0927-7757(98)00652-9CrossrefGoogle Scholar

  • [24] F. Mancin, P. Tecilla, U. Tonellato, Langmuir 16, 227 (2000) http://dx.doi.org/10.1021/la9909594CrossrefGoogle Scholar

  • [25] P. Scrimin, P. Tecilla, U. Tonellato, J. Org. Chem. 56, 161 (1991) http://dx.doi.org/10.1021/jo00001a033CrossrefGoogle Scholar

  • [26] F. Hampl, F. Liska, F. Mancin, P. Tecilla, U. Tonellato, Langmuir 15, 405 (1999) http://dx.doi.org/10.1021/la980861+CrossrefGoogle Scholar

  • [27] R. Fornasier, P. Scrimin, P. Tecilla, U. Tonellato, J. Am. Chem. Soc. 111, 224 (1989) http://dx.doi.org/10.1021/ja00183a034CrossrefGoogle Scholar

  • [28] B.Y. Jiang et al., Colloids Surf. A 235, 145 (2004) http://dx.doi.org/10.1016/j.colsurfa.2003.10.019CrossrefGoogle Scholar

  • [29] S. Tascioglu, Tetrahedron 52, 11113 (1996) http://dx.doi.org/10.1016/0040-4020(96)00669-2CrossrefGoogle Scholar

  • [30] S. Bhattacharya, V.P. Kumar, J. Org. Chem. 69, 559 (2004) http://dx.doi.org/10.1021/jo034745+CrossrefGoogle Scholar

  • [31] S. Bhattacharya, V.P. Kumar, Langmuir 21, 71 (2005) http://dx.doi.org/10.1021/la048858fCrossrefGoogle Scholar

  • [32] L.G. Qiu, A.J. Xie, Y.H. Shen, J. Mol. Catal. A-Chem. 244, 58 (2006) http://dx.doi.org/10.1016/j.molcata.2005.08.044CrossrefGoogle Scholar

  • [33] L.G. Qiu, X. Jiang, L.N. Gu, G. Hu, J. Mol. Catal. A-Chem. 277, 15 (2007) http://dx.doi.org/10.1016/j.molcata.2007.07.028CrossrefGoogle Scholar

  • [34] W.D. Jiang et al., J. Colloid Interf. Sci. 311, 530 (2007) http://dx.doi.org/10.1016/j.jcis.2007.02.056CrossrefGoogle Scholar

  • [35] H. Chaimovich, I.M. Cuccovia, Quantitative analysis of reagent distribution and reaction rates in vesicles. Progress in Colloid and Polymer Science (Springer Press, Berlin, 1997) 67 CrossrefGoogle Scholar

  • [36] D.S. Sigman, C.T. Gutsche, J. Am. Chem. Soc. 94, 1724 (1972) http://dx.doi.org/10.1021/ja00760a051CrossrefGoogle Scholar

  • [37] R. Zana, M. Benrraou, R. Rueff, Langmuir 7, 1072 (1991) http://dx.doi.org/10.1021/la00054a008CrossrefGoogle Scholar

  • [38] F.M. Menger, J.S. Keiper, Angew. Chem. Int. Ed. 39, 1906 (2000) http://dx.doi.org/10.1002/1521-3773(20000602)39:11<1906::AID-ANIE1906>3.0.CO;2-QCrossrefGoogle Scholar

  • [39] J.G.J. Weijnen, A. Koudijs, G.A. Schellekens, J.F.J. Engbersen, J. Chem. Soc. Perkin Trans. II 829 (1992) CrossrefGoogle Scholar

  • [40] T.H. Fife, T.J. Przystas, J. Am. Chem. Soc. 104, 2251 (1982) http://dx.doi.org/10.1021/ja00372a024CrossrefGoogle Scholar

  • [41] T.H. Fife, T.J. Przystas, J. Am. Chem. Soc. 107, 1041 (1985) http://dx.doi.org/10.1021/ja00290a048CrossrefGoogle Scholar

  • [42] H. Sigel, Angew. Chem. Int. Ed. 14, 394 (1975) http://dx.doi.org/10.1002/anie.197503941CrossrefGoogle Scholar

  • [43] T.S. Choi, Y. Shimizu, H. Shirai, K. Hamada, Dyes Pigm. 45, 145 (2000) http://dx.doi.org/10.1016/S0143-7208(00)00015-2CrossrefGoogle Scholar

  • [44] F. Alfani et al., Appl. Biochem. Biotechnol. 88, 1 (2000) http://dx.doi.org/10.1385/ABAB:88:1-3:001CrossrefGoogle Scholar

  • [45] E. Abuin, E. Lissi, R. Duarte, Langmuir 19, 5374 (2003) http://dx.doi.org/10.1021/la030050sCrossrefGoogle Scholar

  • [46] T. Lu, J. Huang, Z. Li, S. Jia, H. Fu, J. Phys. Chem. B. 112, 2909 (2008) http://dx.doi.org/10.1021/jp0766205CrossrefGoogle Scholar

  • [47] T. Lu, J. Huang, D. Liang, Langmuir 24, 1740 (2008) http://dx.doi.org/10.1021/la702832vCrossrefGoogle Scholar

  • [48] L. Zhou, X. Jiang, Y. Li, Z. Chen, X. Hu, Langmuir 23, 11404 (2007) http://dx.doi.org/10.1021/la701154wCrossrefGoogle Scholar

  • [49] J. Chlebicki, J. Wegrzynska, K.A. Wilk, J. Colloid Interf. Sci. 323, 372 (2008) http://dx.doi.org/10.1016/j.jcis.2008.04.011CrossrefGoogle Scholar

  • [50] J.E. Klijn et al., J. Phys. Chem. B. 110, 21694 (2006) http://dx.doi.org/10.1021/jp064774zCrossrefGoogle Scholar

  • [51] X. Wang, J. Wang, Y. Wang, H. Yan, P. Li, R.K. Thomas, Langmuir 20, 53 (2004) http://dx.doi.org/10.1021/la0351008CrossrefGoogle Scholar

  • [52] A. Rodríguez et al., J. Colloid Interf. Sci. 313, 542 (2007) http://dx.doi.org/10.1016/j.jcis.2007.04.049CrossrefGoogle Scholar

  • [53] D. Landini, F. Rolla, J. Org. Chem. 47, 154 (1982) http://dx.doi.org/10.1021/jo00340a037CrossrefGoogle Scholar

  • [54] C.J. O’Connor, R.E. Ramage, A.J. Porter, Adv. Colloid Interf. Sci. 15, 25 (1981) http://dx.doi.org/10.1016/0001-8686(81)80002-4CrossrefGoogle Scholar

About the article

Published Online: 2009-06-21

Published in Print: 2009-09-01


Citation Information: Open Chemistry, Volume 7, Issue 3, Pages 542–549, ISSN (Online) 2391-5420, DOI: https://doi.org/10.2478/s11532-009-0043-x.

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© 2009 Versita Warsaw. This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License. BY-NC-ND 3.0

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