双[1,2-二(三氟甲基)乙烯-1,2-二硫基]镍与丁二烯反应的溶剂效应

doi:10.3866/PKU.WHXB20101225

Acta Phys. -Chim. Sin. ›› 2010, Vol. 26 ›› Issue (12): 3345-3350.doi: 10.3866/PKU.WHXB20101225

• QUANTUM CHEMISTRY AND COMPUTATION CHEMISTRY • Previous Articles Next Articles

Solvent Effect in the Reaction between Bis[1,2-di(trifluoromethyl) ethylene-1,2-dithiolato] Nickel and Butadiene

SUN Li-Li^1,2, ZHAO Yue-Hong¹, HAN Qing-Zhen¹, WEN Hao¹

1. State Key Laboratory of Multiphase Complex System, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, P. R. China;
2. Graduate University of Chinese Academy of Sciences, Beijing 100049, P. R. China

Received:2010-07-07 Revised:2010-08-20 Published:2010-12-01
Contact: WEN Hao E-mail:hwen@home.ipe.ac.cn
Supported by:
The project was supported by the National Natural Science Foundation of China (20703047, 20821092).

Abstract

Abstract:

We studied the reaction mechanism for the reaction between bis[1,2-di(trifluoromethyl) ethylene-1,2-dithiolato] nickel (Ni[S₂C₂(CF₃)₂]₂) and butadiene by density functional theory (DFT) at the B3LYP/6-31G(d) level. The solvent effect on the charge distribution, dipole moment, and solvation free energies of the stationary points were investigated using the polarizable continuum model (PCM). The calculation results showed that this reaction was orbital symmetry allowed and concerted. The reaction stationary points become more stable with an increase of solvent dielectric constant. Additionally, the degree of stabilization for the transition state and the product is larger than that of the reactants in the same solvent, which means that the reaction occurs more easily.

Key words: Density functional theory, Bis[1,2-di(trifluoromethyl)ethylene-1,2-dithiolato] nickel, Butadiene, Solvent effect

MSC2000:

O641

SUN Li-Li, ZHAO Yue-Hong, HAN Qing-Zhen, WEN Hao. Solvent Effect in the Reaction between Bis[1,2-di(trifluoromethyl) ethylene-1,2-dithiolato] Nickel and Butadiene[J].Acta Phys. -Chim. Sin., 2010, 26(12): 3345-3350.

References

1. Wang, K.; Stiefel, E. I. Science, 2001, 291: 106
2. Fan, Y. B.; Hall, M. B. J. Am. Chem. Soc., 2002, 124: 12076
3. Harrison, D. J.; Nguyen, N.; Lough, A. J.; Fekl, U. J. Am. Chem. Soc., 2006, 128: 11026
4. Szilagyi, R. K.; Lim, B. S.; Glaser, T.; Holm, R. H.; Hedman, B.; Hodgson, K. O.; Solomon, E. I. J. Am. Chem. Soc., 2003, 125: 9158
5. Smith, R. S.; Herrera, P. S.; Henderson, J. F.; Spence, R. E. V. H. Selective chemical binding for olefins/paraffins separation. CA, 2415064
[P]. 2004-06-23
6. Field, M. J.; Bash, P. A.; Karplus, M. J. Comput. Chem., 1990, 11: 700
7. Han, Q. Z.; Geng, C. Y.; Zhao, Y. H.; Qi, C. S.;Wen, H. Acta Phys. Sin., 2008, 57: 96
[韩清珍; 耿春宇; 赵月红; 戚传松; 温浩. 物理学报, 2008, 57: 96]
8. Han, Q. Z.; Zhao, Y. H.;Wen, H. Mol. Simulat., 2008, 34: 631
9. Schrauze, G.; Ho, R. K. Y.; Murillo, R. P. J. Am. Chem. Soc., 1970, 92: 3508
10. Baker, J. R.; Hermann, A.;Wing, R. M. J. Am. Chem. Soc., 1971, 93: 6486
11. Clark, G. R.;Waters, J. M.;Whittle, K. R. J. Chem. Soc. Dalton Trans., 1973: 821
12. Herman, A.;Wing, R. M. J. Organomet. Chem., 1973, 63: 441
13. Cossi, M.; Barone, V.; Cammi, R.; Tomasi, J. Chem. Phys. Lett., 1996, 255: 327
14. Barone, V.; Cossi, M. J. Phys. Chem. A, 1998, 102: 1995
15. Frisch, M. J.; Trucks, G.W.; Schlegel, H. B.; et al. Gaussian 03. Revision A.01. Pittsburgh, PA: Gaussian Inc., 2003
16. Hay, P. J.;Wadt,W. R. J. Chem. Phys., 1985, 82: 270
17. Hay, P. J.;Wadt,W. R. J. Chem. Phys., 1985, 82: 299
18. Couty, M.; Hall, M. B. J. Comput. Chem., 1996, 17: 1359
19. Ehlers, A.W.; Bohme, M.; Dapprich, S.; Gobbi, A.; Hollwarth, A.; Jonas,V.; Kohler, K.F.; Stegmann, R.;Veldkamp,A.; Frenking, G. Chem. Phys. Lett., 1993, 208: 111
20. Check, C. E.; Faust, T. O.; Bailey, J. M.;Wright, B. J.; Gilbert, T. M.; Sunderlin, L. S. J. Phys. Chem. A, 2001, 105: 8111
21. Petersson, G. A.; Allaham, M. A. J. Chem. Phys., 1991, 94: 6081
22. Petersson, G. A.; Bennett, A.; Tensfeldt, T. G.; Allaham, M. A.; Shirley,W. A.; Mantzaris, J. J. Chem. Phys., 1988, 89: 2193

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Solvent Effect in the Reaction between Bis[1,2-di(trifluoromethyl) ethylene-1,2-dithiolato] Nickel and Butadiene

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