Triplet (S = 1) ground state aminyl diradical

Journal of the American Chemical Society

Volumn 129, Issue 23, 2007, Pages 7232-7233

  Rajca, Andrzej ^a   Shiraishi, Kouichi ^a   Pink, Maren ^b   Rajca, Suchada ^a  

^a UNIVERSITY OF NEBRASKA LINCOLN   (United States)

^b INDIANA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINYL DIRADICAL; METAL; NITROXIDE DERIVATIVE; ORGANIC COMPOUND; POLYMER; RADICAL; UNCLASSIFIED DRUG;

ANISOTROPY; ARTICLE; BROMINATION; CHEMICAL STRUCTURE; ELECTRON SPIN RESONANCE; OXIDATION; RADICAL REACTION; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 34250827348     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja071881d     Document Type: Article

References (23)

1. Piech, K.; Bally, T.; Sikora, A.; Marcinek, A. J. Am. Chem. Soc. 2007, 129, 3211-3217.
2. Chatgilialoglu, C.; Guerra, M.; Mulazzani, Q. G. J. Am. Chem. Soc. 2003, 125, 3839-3848.
3. Büttner, T.; Geier, J.; Frison, G.; Harmer, J.; Calle, C.; Schweiger, A.; Schönberg, H.; Grützmacher, H. Science 2005, 307, 235-238.
4. Miura, Y.; Tomimura, T. Chem. Commun. 2001, 627-628.
5. Haider, K.; Soundararajan, N.; Shaffer, M.; Platz, M. S. Tetrahedron Lett. 1989, 30, 1225-1228.
6. (a) Itoh, K.; Kinoshita, M.; Eds. Molecular Magnetism; Gordon and Breach: Kodansha, Japan, 2000; 1-337.
7. (b) Eaton, G. R., Eaton, S. S., Berliner, L. J., Eds. Distance Measurements in Biological Systems by EPR; Biological Magnetic Resonance, Vol. 19; Kluwer: New York. 2000; pp 1-614.
8. Rajca, A.; Wongsriratanakul, J.; Rajca, S. Science 2001, 294, 1503-1505.
9. Neugebauer, F. A.; Bamberger, S. Chem. Ber. 1974, 107, 2362-2382.
10. Aurich, H. G.; Hahn, K.; Stork, K.; Weiss, W. Tetrahedron 1977, 33, 969-975.
11. (a) Rajca, A. Chem. Rev. 1994, 94, 871-893.
12. (b) Bushby, R. J.; Taylor, N.; Williams, R. A. J. Mater. Chem. 2007, 17, 955-964.
13. -1) in aminyl diradical 1, which is four times greater than the 2J/k calculated for the corresponding nitroxide diradical.
14. (b) Frisch, M. J.; et. al. Gaussian 03, Gaussian, Inc.: Wallingford, CT, 2004.
15. Shiraishi, K.; Rajca, A.; Pink, M.; Rajca, S. J. Am. Chem. Soc. 2005, 127, 9312-9313.
16. (a) In diamine 5, the mean deviation from a calculated least-square plane including all five co-linearly annelated six-membered rings (C1-C20, N1, N2) is 0.0763 Å.
17. (b) The angle between the least-square plane, defined by C1-C20, N1, N2, and the least square plane of the benzene ring of the 4-tert-butylphenyl group (C33-C38) is 75.82(4)°.
18. Morton, J. R. Chem. Rev. 1964, 64, 453-471.
19. Rajca, A.; Mukherjee, S.; Pink, M.; Rajca, S. J. Am. Chem. Soc. 2006, 128, 13497-13507.
20. Rajca, A.; Takahashi, M.; Pink, M.; Spagnol, G.; Rajca, S. J. Am. Chem. Soc., submitted for publication, 2007.
21. Bamberger, S.; Hellwinkel, D.; Neugebauer, F. A. Chem. Ber. 1975, 108, 2416-2421.
22. Rajca, A.; Shiraishi, K.; Vale, M.; Han, H.; Rajca, S. J, Am. Chem. Soc. 2005, 127, 9014-9020.
23. T but it increases values of θ, for example, θ ≈ -0.2 K; in EPR spectra at 140 K, the intensity of the center peak significantly increases several times relative to the side bands.