Observation of both Jahn-Teller distorted forms (b(1g) and b(2g)) of the cyclooctatetraene anion radical in a 1,2-disubstituted system

Journal of the American Chemical Society

Volumn 122, Issue 13, 2000, Pages 3211-3215

  Stevenson, Cheryl D ^a   Kim, Yong Seol ^a  

^a ILLINOIS STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANION; ANNULENE DERIVATIVE; RADICAL;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPUTER SIMULATION; ELECTRON SPIN RESONANCE; ENERGY; GEOMETRY; MOLECULAR DYNAMICS; SYNTHESIS;

EID: 0347945236     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9943501     Document Type: Article

References (21)

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7. (a) Fray, G. I.; Saxton, R. G. The Chemistry of Cyclo-octatetraene and its Derivatives: Cambridge University Press: New York, 1978.
8. (b) Stevenson C. D.; Davis, J. P.; Reiter, R. C. J. Phys. Chem. A 1999, 103, 5343.
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11. 8h system, a Jahn-Teller distortion is necessary, see: Moss, R. E. Mol. Phys, 1966, 10, 501.
12. In this calculation methoxy moieties represented the alkoxy groups to keep the computation time as reasonable as possible.
13. (a) Fraenkel, G. K. J. Phys. Chem. 1967, 71, 139.
14. (b) Sullivan, P. D.; Bolton, J. R. Adv. Magn. Reson. 1970, 4, 39.
15. Anion radicals are free of ion association in HMPA, see: (a) Levin, G.; Jagur-Grodzinski, J.; Szwarc, M. J. Am. Chem. Sac. 1970, 92, 2268. (b) Stevenson, C. D.; Echegoyen, L.; Lizardi, L. R. J. Phys. Chem. 1972, 76, 1439.
16. Anion radicals are free of ion association in HMPA, see: (a) Levin, G.; Jagur-Grodzinski, J.; Szwarc, M. J. Am. Chem. Sac. 1970, 92, 2268. (b) Stevenson, C. D.; Echegoyen, L.; Lizardi, L. R. J. Phys. Chem. 1972, 76, 1439.
17. o.
18. -• are 1.359 and 1.435 Å. In the ABA structure the bond lengths are 1.399 Å.
19. Grovenstein, E., Jr.; Rao, D. V. Tetrahedron Lett. 1961, 148.
20. Weil, J. A.; Bolton, J. R.; Wertz, J. E. Electron Paramagnetic Resonance; John Wiley and Sons: New York, 1994; p 241.
21. Stevenson, C. D.; Burton, R. D.; Reiter, R. C. J. Am. Chem. Soc. 1992, 114, 399.