Theoretical study on the mechanism of the side reaction of 1-butyl-3-methylimidazolium cation with d-glucose

Carbohydrate Research

Volumn 374, Issue , 2013, Pages 40-44

  Wei, Xiaofeng ^a   Han, Zhe ^b   Zhang, Dongju ^a  

^a SHANDONG UNIVERSITY   (China)

^b QILU UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Cellulose chemistry; DFT; Imidazolium based ionic liquids; Reaction mechanism

Indexed keywords

CELLULOSE CHEMISTRY; DEGRADATION PRODUCTS; DENSITY FUNCTIONAL THEORY CALCULATIONS; DFT; IMIDAZOLIUM-BASED IONIC LIQUID; REACTION MECHANISM; SIDE REACTIONS; THEORETICAL STUDY;

DEGRADATION; DENSITY FUNCTIONAL THEORY; GLUCOSE; IONIC LIQUIDS; POSITIVE IONS;

CELLULOSE;

1 BUTYL 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; CARBON; CATION; CELLULOSE; GLUCOSE; TRIETHYLAMINE;

ARTICLE; CHEMICAL REACTION; DENSITY FUNCTIONAL THEORY; PRIORITY JOURNAL; PROTON TRANSPORT; REACTION ANALYSIS;

CATIONS; GLUCOSE; IMIDAZOLES; MOLECULAR CONFORMATION; QUANTUM THEORY;

EID: 84877073091     PISSN: 00086215     EISSN: 1873426X     Source Type: Journal    
DOI: 10.1016/j.carres.2013.03.027     Document Type: Article

References (29)

1. C. Chiappe, and D. Pieraccini J. Phys. Org. Chem. 18 2005 275 297
2. K.R. Seddon J. Chem. Technol. Biotechnol. 68 1997 351 356
3. T. Welton Chem. Rev. 99 1999 2071 2083
4. P. Wassercheid, and W. Keim Angew. Chem., Int. Ed. 39 2000 3772 3789
5. T. Welton, and P. Wasserscheid Ionic Liquids in Synthesis 2002 Wiley-VCH Weinheim
6. J.D. Holbrey, and K.R. Seddon Clean Prod. Proc. 1 1999 223 236
7. R. Sheldon Chem. Commun. 2001 2399 2407
8. T. Welton Coord. Chem. Rev. 248 2004 2459 2477
9. R.P. Swatloski, S.K. Spear, J.D. Holbrey, and R.D. Rogers J. Am. Chem. Soc. 124 2002 4974 4975
10. S.D. Zhu, Y.X. Wu, Q.M. Chen, Z.N. Yu, C.W. Wang, S.W. Jin, Y.G. Ding, and G. Wu Green Chem. 8 2006 325 327
11. T. Heinze, K. Schwikal, and S. Barthel Macromol. Biosci. 5 2005 520 525
12. T. Erdmenger, C. Haensch, R. Hoogenboom, and U.S. Schubert Macromol. Biosci. 7 2007 440 445
13. J. Wu, J. Zhang, H. Zhang, J.S. He, Q. Ren, and M.L. Guo Biomacromolecules 5 2004 266 268
14. S. Barthel, and T. Heinze Green Chem. 8 2006 301 306
15. M. Gericke, P. Fardim, and T. Heinze Molecules 17 2012 7458 7502
16. S. Chowdhury, R.S. Mohan, and J.L. Scott Tetrahedron 63 2007 2363 2389
17. S. Sowmiah, V. Srinivasadesikan, M.C. Tseng, and Y.H. Chu Molecules 14 2009 3780 3813
18. G. Ebner, S. Schiehser, A. Potthast, and T. Rosenau Tetrahedron Lett. 49 2008 7322 7324
19. P.A. Hunt, B. Kirchner, and T. Welton Chem. Eur. J. 12 2006 6762 6775
20. Fukui, K.; Fujimoto, H.; Orbitals and Reaction Path: Selected Papers of Kenichi Fukui; World Scientific: Singapore, 1997.
21. R. Hoffmann Rev. Mod. Phys. 60 1988 601 628
22. P. Hohenberg, and W. Kohn Phys. Rev. B 136 1964 864 871
23. W. Kohn, and L.J. Sham Phys. Rev. A 140 1965 1133 1138
24. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, Revision D.01; Gaussian, Inc.: Wallingford CT, 2004.
25. A.D. Becke Phys. Rev. A 38 1988 3098 3100
26. C.T. Lee, W.T. Yang, and R.G. Parr Phys. Rev. B 37 1988 785 789
27. K. Fukui J. Phys. Chem. 74 1970 4161 4163
28. A.E. Reed, R.B. Weinstock, and F. Weinhold J. Chem. Phys. 83 1985 735 746
29. A.E. Reed, L.A. Curtiss, and F. Weinhold Chem. Rev. 88 1988 899 926