The influence of solvation and finite temperatures on the wittig reaction: A theoretical study

Journal of Physical Chemistry A

Volumn 109, Issue 23, 2005, Pages 5136-5143

  Seth, Michael ^a   Senn, Hans Martin ^a,b   Ziegler, Tom ^a  

^a UNIVERSITY OF CALGARY   (Canada)

^b MAX PLANCK INSTITUT FÜR KOHLENFORSCHUNG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

COMPUTER SIMULATION; ENTROPY; FREE ENERGY; MOLECULAR DYNAMICS; POTENTIAL ENERGY; SOLVENTS; TEMPERATURE MEASUREMENT; THERMODYNAMICS;

FINITE TEMPERATURES; REACTION ENERGY; SOLVATION; WITTIG REACTION;

REACTION KINETICS;

EID: 21644478165     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp045318i     Document Type: Article

References (39)

1. Wittig, G.; Schöllkopf, U. Chem. Ber. 1954, 87, 1318-1330.
2. Wittig, G. Pure Appl. Chem. 1964, 9, 245-254.
3. Vedejs, E.; Peterson, M. J. Top. Stereochem. 1994, 21, 1-157.
4. Maryanoff, B.; Reitz, A. Chem. Rev. 1989, 59, 863-927.
5. Vedejs, E.; Meier, G. P.; Snoble, K. A. J. J. Am. Chem. Soc. 1981, 103, 2823-2831.
6. Vedejs, E.; Marth, C. F. J. Am. Chem. Soc. 1989, 111, 1519-1520.
7. Vedejs, E.; Marth, C. F. J. Am. Chem. Soc. 1990, 112, 3905-3909.
8. Reitz, A. B.; Mutter, M. S.; Maryanoff, B. E. J. Am. Chem. Soc. 1984, 106, 1873-1875.
9. Lopez-Ortiz, F.; Lopez. J. G.; Manzaneda, R. A.; Alvarez, I. J. P. Mini-Rev. Org. Chem. 2004. 1, 65-76.
10. Höller, R.; Lischka, H. J. Am. Chem. Soc. 1980, 102, 4632-4635.
11. Volatron, F.; Eisenstein, O. J. Am. Chem. Soc. 1984, 106, 6117-6119.
12. Volatron, F.; Eisenstein, O. J. Am. Chem. Soc. 1987, 109, 1-14.
13. Naito, T.; Nagase, S.; Yamataka, H. J. Am. Chem. Soc. 1994, 116, 10080-10088.
14. Mari, F.; Lahti, P. M.; McEwen, W. E. Heteroatom. Chem. 1990, 1, 255.
15. Mari, F.; Lahti, P. M.; McEwen, W. E. Heteroatom. Chem. 1991, 2, 265.
16. Mari, F.; Lahti, P. M.; McEwen. W. E. J. Am. Chem. Soc. 1992, 114, 813-821.
17. Yamataka, H.; Nagase, S. J. Am. Chem. Soc. 1998, 120, 7530-7536.
18. Lu, W. C.; Wong, N.; Zhang, R. Q. Theor. Chem. Acc. 2002, 107, 206-210.
19. Tomasi, J.; Persico, M. Chem. Rev. 1994, 94, 2027-2094.
20. Cramer, C. J.; Truhlar, D. G. In Quantitative Treatments of Solute/Solvent Interactions; Politzer, S., Murray, J. S., Eds.; Elsevier: Amsterdam, The Netherlands, 1994; pp 9-54.
21. Cramer, C. J.; Truhlar, D. G. In Reviews in Computational Chemistry; Lipkowitz, K. B., Boyd, D. B., Eds.; VCH: New York, 1995; Vol. 6, pp 1-72.
22. Rivail, J.; Rinaldi, D. In Computational Chemistry, Reviews of Current Trends; Leszcynski, J., Ed.; World Scientific; New York, 1995; Vol. 1, pp 139-174.
23. Tomasi, J.; Mennucci, B. In Encyclopedia of Computational Chemistry; Schleyer, P., Ed.; Wiley: Chichester, UK, 1998; Vol. 4, pp 2547-2560.
24. Cramer, C. J.; Truhlar, D. G. Chem. Rev. 1999, 99, 2161-2200.
25. Klaml, A.; Schüürmann, G. J. Chem. Soc., Perkin Trans. 2 1993, 799.
26. Klamt, A. In Encyclopedia of Computational Chemistry; Schleyer, P. v. R., Ed.; Wiley: Chichester, UK, 1998; Vol. 1, pp 604-615.
27. Senn, H. M.; Margl, P. M.; Schmid, R.; Ziegler, T.; Blöchl, P. J. Chem. Phys. 2003, 118, 1089-1100.
28. Straatsma, T. P. In Reviews in Computational Chemistry; Lipkowitz, K. B., Boyd, D. B., Eds.; VCH: New York, 1996; Vol. 9, pp 81-127.
29. McQuarrie, D. A. Statistical Thermodynamics; Harper and Row: New York, 1973.
30. Becke, A. D. Phys. Rev. A 1988, 38, 3098-3100.
31. Perdew, J. P. Phys. Rev. B 1986, 33, 8822-8824.
32. Perdew, J. P.; Wang, Y. Phys. Rev. B 1992, 45, 13244-13249.
33. Car, R.; Parrinello, M. Phys. Rev. Lett. 1985, 55, 2471-2474.
34. Blöchl, P. E. Phys. Rev. B 1994, 50, 17953-17979.
35. Marx, D.; Hutter, J. In Modern Methods and Algorithms of Quantum Chemistry; Grotendorst. J., Ed.; John von Neuman Institute of Computing: Jülich, 2000; Vol. 1 of NIC, pp 301-449.
36. Andersen, H. C. J. Chem. Phys. 1980, 72, 2384-2393.
37. Blöchl, P. E. J. Chem. Phys. 1995, 103, 7422-7428.
38. Blöchl, P. E.; Först, C. J.; Schimpl, J. Bull. Mater. Sci. 2003, 26, 33-41.
39. Kelly, E.; Seth, M.; Ziegler, T. J. Phys. Chem. A 2004, 108, 2167-2180.