Quantification of the push-pull character of donor-acceptor triazenes

Journal of Organic Chemistry

Volumn 73, Issue 21, 2008, Pages 8250-8255

  Kleinpeter, Erich ^a   Stamboliyska, Bistra A ^b  

^a UNIVERSITY OF POTSDAM   (Germany)

^b INSTITUTE OF ORGANIC CHEMISTRY   (Bulgaria)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL SHIFT; EMPLOYMENT;

ANTIBONDING ORBITALS; DOUBLE BONDS; MOLECULAR HYPERPOLARIZABILITY; NLO APPLICATIONS; PULL EFFECTS; TRIAZENES;

CHEMICAL BONDS;

CARBON 13; NITROGEN 15; TRIAZENE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL BOND; CORRELATION ANALYSIS; ELECTRON TRANSPORT; HYPERPOLARIZATION; NITROGEN NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTITATIVE ANALYSIS; SENSOR;

EID: 55249097628     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo8013758     Document Type: Article

References (29)

1. Kleinpeter, E.; Koch, A.; Mikhova, B.; Stamboliyska, B. A.; Kolev, T. M. Tetrahedron Lett. 2008, 49, 1323.
2. Sandström, J. Top. Stereochem. 1983, 14, 83.
3. Fischer, G.; Rudolf, W.-D.; Kleinpeter, E. Magn. Reson. Chem. 1991, 29, 204.
4. (a) Kleinpeter, E.; Klod, S. J. Org. Chem. 2004, 69, 4317.
5. (b) Kleinpeter, E.; Thomas, St.; Uhlig, G.; Rudorf, W.-D. Magn. Reson. Chem. 1993, 31, 714.
6. Kleinpeter, E.; Schulenburg, A. Tetrahedron Lett. 2005, 46, 5995.
7. (a) Benassi, R.; Bertarini, C.; Hilfert, L.; Kempter, G.; Kleinpeter, E.; Spindler, J.; Taddei, F. Thomas, St. J. Mol. Struct. 2000, 520, 273.
8. (b) Benassi, R.; Bertarini, C.; Kleinpeter, E.; Taddei, F.; Thomas, St. J. Mol. Struct. (THEOCHEM) 2000, 498, 201.
9. Nicoud, J. F.; Twieg, R. J. In Nonlinear Optical Properties of Organic Molecules and Crystals; Chemla, D. S., Zyss, J., Eds.; Academic Press: New York, 1987; p 227.
10. Osaka, H.; Ishida, T.; Nogami, T.; Yamazaki, R.; Yasui, M.; Iwasaki, F.; Mizuguchi, A.; Kubata, M.; Uemiya, T.; Nisjimuru, A. Bull. Chem. Soc. Jpn. 1994, 67, 918.
11. Mahanalingam, K.; Nethaji, M.; Das, P. K. J. Mol. Struct. 1996, 378, 177.
12. Favini, G.; Gamba, A.; Todeschine, R. J. Chem. Soc., Perkin Trans. 2 1985, 915.
13. Inoue, S.; Aso, Y.; Otsubo, T. Chem. Commun. 1997, 1105.
14. (a) Khramov, D. M.; Bielawski, Ch. W. Chem. Commun. 2005, 4958.
15. (b) Khramov, D. M.; Bielawski, Ch. W. J. Org. Chem. 2007, 72, 9407.
16. Chen, G. S.; Anthamatten, M.; Barnes, C. L.; Glaser, R. J. Org. Chem. 1994, 59, 4336.
17. Lewis, M.; Glaser, R. J. Org. Chem. 2002, 67, 1441.
18. Hopkins, J. M.; Bowdridge, M.; Robertson, K. A.; Cameron, T. S.; Jenkins, H. A.; Clyburne, J. A. C. J. Org. Chem. 2001, 66, 5713.
19. Choytun, D. D.; Langlois, L. D.; Johansson, T. P.; MacDonald, C. L. B.; Leach, G. W.; Weinberg, N.; Clyburne, J. A. C. Chem. Commun. 2004, 1842.
20. Bohmann, J. A.; Weinhold, F.; Farrar, T. C. J. Chem. Phys. 1997, 107, 1173.
21. Frisch, M. J. et al. Gaussian 98 (Revision A.12); Gaussian, Inc.: Pittsburgh, PA, 2002.
22. Hehre, J. W.; Radom, L.; Schleyer, P. v. R.; Pople, J. A. In Ab Initio Molecular Orbital Theory; Wiley & Sons: New York, 1986.
23. Ditchfield, R. Mol. Phys. 1974, 27, 789.
24. Glaser, R.; Chen, G. S. J. Comput. Chem. 1998, 19, 1130.
25. Glaser, R.; Chen, N.; Wu, H.; Knotts, N.; Kaupp, M. J. Am. Chem. Soc. 2004, 126, 4412.
26. Champagne, B.; Kirtman, B. In Handbook of Advanced Electronic and Photonic Materials and Devices; Nalwa, H. S., Ed.; Academic Press: New York, 2001; Vol. 9, Nonlinear Optical Materials, p 63.
27. Cheng, Y.-J.; Luo, J.; Hau, St.; Bale, D. M.; Kim, T.-D.; Shi, Z.; Lao, D. B.; Tucker, N. M.; Tian, Y.; Dalton, L. R.; Reid, Ph.; Jen, A. K.-J. Chem. Mater. 2007, 19, 1154.
28. Kwon, O.-P.; Ruiz, B.; Choubey, A.; Mutter, L.; Schneider, A.; Jazbinsek, M.; Gramlich, V.; Günter, P. Chem. Mater. 2006, 18, 4049.
29. Preat, J.; Michaux, C.; Lewalle, A.; Perpète, E. A.; Jacquemin, D. Chem. Phys. Chem. 2008, 451, 37.