Consistent theoretical description of 1,3-dipolar cycloaddition reactions

Journal of Physical Chemistry A

Volumn 110, Issue 8, 2006, Pages 2583-2586

  Grimme, Stefan ^a   Mück Lichtenfeld, Christian ^a   Würthwein, Ernst Ulrich ^a   Ehlers, Andreas W ^b   Goumans, T P M ^b   Lammertsma, Koop ^b  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b VU UNIVERSITY AMSTERDAM   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; CHEMICAL REACTIONS; ELECTRONIC STRUCTURE; ERROR ANALYSIS; ETHYLENE; LIGHT POLARIZATION; PERTURBATION TECHNIQUES; PROBABILITY DENSITY FUNCTION;

COMPUTATIONAL SPEED; QUANTUM CHEMICAL METHODS; STANDARD DENSITY FUNCTIONALS;

ADDITION REACTIONS;

EID: 33644928756     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp057329x     Document Type: Article

References (30)

1. Computational Thermochemistry; Irikura, K. K., Frurip, D. J., Eds.; ACS Symposium Series No. 677; American Chemical Society: Washington, DC, 1998.
2. Quantum Mechanical Prediction of Thermochemical Data; Cioslowski, J., Ed.; Kluwer: Dordrecht, The Netherlands, 2001.
3. Tajti, A.; Szalay, P. G.; Csaszar, A. G.; Kallay, M.; Gauss, J.; Valeev, E. F.; Flowers, B. A.; Vazquez, J.; Stanton, J. F. J. Chem. Phys. 2004, 121, 11599.
4. For the most recent experimental data compilation see: Ruscic, B.; Boggs, J. E.; Burcat, A.; Császár, A. G.; Demaison, J.; Janoschek, R.; Martin, J. L.; Morton, M. L.; Rossi, M. J.; Stanton, J. F.; Szalay, P. G.; Westmoreland, P. R.; Zabel, F.; Bérces, T. J. Phys. Chem. Ref. Data 2005, 34, 573.
5. A Chemist's Guide to Density Functional Theory; Koch, W., Holthausen, M. C., Eds.; Wiley-VCH: New York, 2001.
6. Ess, D. H.; Houk, K. N. J. Phys. Chem. A 2005, 109, 9542.
7. Møller, C.; Plesset, M. S. Phys. Rev. 1934, 46, 618.
8. Decke, A. D. J. Chem. Phys. 1993, 98, 5648.
9. Stephens, P. J.; Devlin, F. J.; Chablowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623.
10. Lynch, B. J.; Fast, P. L.; Harris, M.; Truhlar, D. G. J. Phys. Chem. A 2000, 104, 4811.
11. Montgomery, J. A.; Frisch, M. J.; Ochterski, J. W.; Petersson, G. A. J. Chem. Phys. 1999, 110, 2822.
12. Goumans, T. P. M.; Ehlers, A. W.; Lammertsma, K.; Würthwein, E.-U.; Grimme, S. Chem. Eur. J. 2004, 10, 6468.
13. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem. 2001, 113, 2056;
14. Angew. Chem., Int. Ed. Engl. 2001, 40, 2004.
15. Himo, F.; Lovell, T.; Hilgraf, R.; Rostovtsev, V. V.; Noodleman, L.; Sharpless, K. B.; Fokin, V. V. J. Am. Chem. Soc. 2005, 127, 210.
16. Huisgen, R. Angew. Chem. 1963, 75, 604;
17. Angew. Chem., Int. Ed. Engl. 1963, 2, 565.
18. Huisgen, R. Angew. Chem. 1963, 75, 742;
19. Angew. Chem., Int. Ed. Engl 1963, 2, 633.
20. Dunning, T. H. J. Chem. Phys. 1989, 90, 1007.
21. Grimme, S. J. Chem. Phys. 2003, 118, 9095.
22. Grimme, S. J. Chem. Phys. 2006, 124, 034108.
23. Görling, A.; Levy, M. Phys. Rev. B 1993, 47, 105.
24. Görling, A.; Levy, M.; Phys. Rev. A 1994, 50, 196.
25. Becke, A. D. Phys. Rev. A 1988, 38, 3098.
26. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
27. Curtiss, L. A.; Raghavachari, K.; Redfern, P. C.; Pople, J. A. J. Chem. Phys. 1997, 106, 1063.
28. 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, Rev. C.01; Gaussian, Inc.: Wallingford CT, 2004.
29. -1.
30. Out of the now hundreds of chemical reactions studied with SCS-MP2 and MP2, only in about less than 2-3% of all cases MP2 is significantly better than SCS-MP2.