Structural Information from Hydrazine Radical Cation Optical Absorption Spectra

Journal of Organic Chemistry

Volumn 63, Issue 8, 1998, Pages 2536-2543

  Nelsen, Stephen F ^a   Tran, Hieu Q ^a   Ismagilov, Rustem F ^a   Ramm, Michael T ^a   Chen, Ling Jen ^a   Powell, Douglas R ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000741947     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9718307     Document Type: Article

References (25)

1. (a) Nelsen, S. F.; Cunkle, G. T.; Evans, D. H.; Haller, K. J.; Kaftory, M.; Kirste, B.; Clark, T. J. Am. Chem. Soc. 1985, 107, 3829.
2. (b) Nelsen, S. F.; Blackstock, S. C.; Haller, K. J. Tetrahedron 1986, 42, 6101.
3. (c) Nelsen, S. F.; Chen, L.-J.; Powell, D. R.; Neugebauer, F. A. J. Am. Chem. Soc. 1995, 117, 11434.
4. (d) Nelsen, S. F.; Tran, H. Q.; Powell, D. R.; Neugebauer, F. A. J. Org. Chem. 1995, 60, 6756.
5. (e) Nelsen, S. F.; Wang, Y.; Hiyashi, R. K.; Powell, D. R.; Neugebauer, F. A. J. Org. Chem. 1995, 60, 2981.
6. (f) Nelsen, S. F.; Chen, L.-J.; Ramm, M. T.; Voy, G. T.; Accola, M. A.; Seehafer, T.; Sabelko, J.; Pladziewicz, J. R. J. Org. Chem. 1996, 61, 1405.
7. Allen, F. H.; Kennard, O.; Watson, D. G.; Brammer, L.; Orpen, G. G.; Taylor, R. J. Chem. Soc., Perkin Trans. 2 1987, S1.
8. Nelsen, S. F.; Blackstock, S. C.; Yumibe, N. P.; Frigo, T. B.; Carpenter, J. E.; Weinhold, F. J. Am. Chem. Soc. 1985, 107, 143.
9. Nelsen, S. F.; Frigo, T. B.; Kim, Y. J. Am. Chem. Soc. 1989, 111, 5387.
10. Nelsen, S. F. J. Org. Chem. 1984, 49, 1891.
11. Haselbach, E.; Bally, T.; Gschwind, R.; Klemm, U.; Layinova, Z. Chimia 1979, 33, 405.
12. Clark, T.; Teasley, M. F.; Nelsen, S. F.; Wynberg, H. J. Am. Chem. Soc. 1987, 109, 5719.
13. + from ESR studies, they also contain their decomposition products. We believe that matrix techniques will be required to obtain reliable optical spectra for such compounds,
14. (b) Nelsen, S. F.; Yumibe, N. P. J. Org. Chem. 1985, 50, 4749.
15. Nelsen, S. F.; Wang, Y., Powell, D. R.; Hayashi, R. K. J. Am. Chem. Soc. 1993, 115, 5246.
16. Nelsen, S. F.; Petillo, P. A.; De Felippis, J.; Wang, Y.; Chen, L.-J.; Yunta, M. J. R.; Neugebauer, F. A. J. Am. Chem. Soc. 1993, 115, 5608.
17. Wang, Y. Ph.D. Thesis, University of Wisconsin, 1993.
18. +) 0.0.
19. op data. We have not tried such calculations, which would be very time-consuming, and for which an NCG program is not available to us.
20. -2 Å at the optimum geometry; the slope slightly decreases as d(NN) increases.
21. The small deviations from the cos θ relationship expected on simplest grounds appear to be associated with changes in d(NN). The optimized d(NN) shortens slightly as θ is increased, the change-reaching -0.005 Å at -30°, but then lengthens to the same as at 0° by θ = 60 °, and d (NN) is longer by 0.012 Å at 80 °.
22. Nelsen, S. F.; Echegoyen, L. J. Am. Chem. Soc. 1975, 97, 4930.
23. The authors have deposited atomic coordinates for these structures with the Cambridge Crystallographic Data Centre. The coordinates may be obtained, upon request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, U.K.
24. Nelsen, S. F.; Hollinsed, W. C.; Kessel, C. R.; Calabrese, J. C. J. Am. Chem. Soc. 1978, 100, 7876.
25. Rauhut, G.; Chandrasekhar, J.; Alex, A.; Steinke, T.; Clark, T. VAMP 5.0, Oxford Molecular, Oxford, 1994. Most VAMP calculations used version 5.6 (on an IBM RS-6000.).