Spin-coupled study of addition reactions of singlet dihalocarbenes with ethene

International Journal of Quantum Chemistry

Volumn 98, Issue 5, 2004, Pages 465-472

  Blavins, Joshua J ^a   Cooper, David L ^b   Karadakov, Peter B ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

^b UNIVERSITY OF LIVERPOOL   (United Kingdom)

Author keywords

Cheletropic addition reactions; Spin coupled; Transition states; Valence bond

Indexed keywords

ADDITION REACTIONS; CHEMICAL BONDS; ELECTRON TRANSITIONS; ISOTOPES; QUANTUM THEORY; REACTION KINETICS; STEREOCHEMISTRY;

ELECTRON SPIN; ELECTRONIC REARRANGEMENTS; TRANSITION STATES; VALENCE BONDS;

ORGANIC COMPOUNDS;

EID: 2942588990     PISSN: 00207608     EISSN: None     Source Type: Journal    
DOI: 10.1002/qua.20081     Document Type: Article

References (25)

1. Skell, P. S.; Garner, A. Y. J Am Chem Soc 1956, 78, 5430.
2. Doering, W. v. E.; Henderson, W. A. J Am Chem Soc 1958, 80, 5274.
3. Hoffmann, R. J Am Chem Soc 1968, 90, 1475
4. Hoffmann, R.; Hayes, D. M.; Skell, P. S. J Phys Chem 1972, 76, 664.
5. Houk, K. N.; Li, Y.; Evanseck, J. D. Angew Chem Int Ed Engl 1992, 31, 682.
6. Zurawski, B.; Kutzelnigg, W. J Am Chem Soc 1978, 100, 2654.
7. Rondan, N. G.; Houk, K. N.; Moss, R. A. J Am Chem Soc 1980, 102, 1770.
8. Houk, K. N.; Rondan, N. G.; Mareda, J. J Am Chem Soc 1984, 106, 4291.
9. Blake, J. F.; Wierschke, S. G.; Jorgensen, W. L. J Am Chem Soc 1989, 111, 1919.
10. Keating, A. E.; Merrigan, S. R.; Singleton, D. A.; Houk, K. N. J Am Chem Soc 1999, 121, 3933.
11. Bernardi, F.; Bottoni, A.; Canepa, C.; Olivucci, M.; Robb, M. A.; Tonachini, G. J Org Chem 1997, 62, 2018.
12. (a) Gonzalez, C.; Schlegel, H. B. J Chem Phys 1989, 90, 2154
13. (b) Gonzalez, C.; Schlegel, H. B. J Phys Chem 1990, 94, 5523
14. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98 (Revision A.7); Gaussian: Pittsburgh, 1998.
15. Karadakov, P. B.; Gerratt, J.; Cooper, D. L.; Raimondi, M. J Chem Phys 1992, 97, 7637.
16. Rumer, G. Göttinger Nachr 1932, 3, 337
17. Pauncz, R. Spin Eigenfunctions; Plenum Press: New York, 1979.
18. Karadakov, P. B.; Gerratt, J.; Cooper, D. L.; Raimondi, M. Theor Chim Acta 1995, 90, 51.
19. Chirgwin, B. H.; Coulson, C. A. Proc R Soc Lond Ser A 1950, 201, 196.
20. Gallup, G. A.; Norbeck, J. M. Chem Phys Lett 1973, 21, 495.
21. Sironi, M.; Raimondi, M.; Cooper, D. L.; Gerratt, J. J Chem Soc Faraday Trans 2 1987, 83, 1651.
22. Wright, S. C.; Cooper, D. L.; Sironi, M.; Raimondi, M.; Gerratt, J. J Chem Soc Perkin Trans 2, 1990, 369.
23. (a) Carter, E. A.; Goddard, W. A. J Phys Chem 1987, 91, 4651.
24. (b) Carter, E. A.; Goddard, W. A. J Chem Phys 1988, 88, 1752.
25. Schaftenaar, G. MOLDEN (A Pre- and Post Processing Program of Molecular and Electronic Structure); CAOS/CAMM Center: the Netherlands.