Isolation of the triplet ground state aminyl diradical

Angewandte Chemie - International Edition

Volumn 49, Issue 32, 2010, Pages 5459-5462

  Boratyński, Przemysław J ^a   Pink, Maren ^b   Rajca, Suchada ^a   Rajca, Andrzej ^a  

^a UNIVERSITY OF NEBRASKA LINCOLN   (United States)

^b INDIANA UNIVERSITY   (United States)

Author keywords

; Amines; Dimerization; Interactions; Radicals; Reactive intermediates

Indexed keywords

AMINYL RADICAL; DIRADICALS; PLANARITY; REACTIVE INTERMEDIATE; ROOM TEMPERATURE; SINGLET-TRIPLET ENERGY GAP;

AMINES; DIMERIZATION; LINEAR TRANSFORMATIONS; REACTION INTERMEDIATES; SPIN DYNAMICS;

GROUND STATE;

AMINE; DIAMINE;

ARTICLE; CHEMISTRY; DIMERIZATION; ELECTRON SPIN RESONANCE; X RAY CRYSTALLOGRAPHY;

AMINES; CRYSTALLOGRAPHY, X-RAY; DIAMINES; DIMERIZATION; ELECTRON SPIN RESONANCE SPECTROSCOPY;

EID: 77955032317     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201002811     Document Type: Article

References (29)

1. K. Piech, T. Bally, A. Sikora, A. Marcinek, J. Am. Chem. Soc. 2007, 129, 3211-3217.
2. H. Quast, W. Nüdling, G. Klemm, A. Kirschfeld, P. Neuhaus, W. Sander, D. A. Hrovat, W. T. Borden, J. Org. Chem. 2008, 73, 4956-4961.
3. F. A. Neugebauer, H. Fischer, S. Bamberger, H. O. Smith, Chem. Ber. 1972, 105, 2694-2713.
4. N. Ballester, J. Castaner, S. Olivella, Tetrahedron Lett. 1974, 15, 615-616.
5. T. Büttner, J. Geier, G. Frison, J. Harmer, C. Calle, A. Schweiger, H. Schönberg, H. Grützmacher, Science 2005, 307, 235-238.
6. N. P. Mankad, W. E. Antholine, R. K. Szilagyi, J. C. Peters, J. Am. Chem. Soc. 2009, 131, 3878-3880.
7. Y. Miura, T. Tomimura, Chem. Commun. 2001, 627-628.
8. S. Amiri, P. R. Schreiner, J. Phys. Chem. A 2009, 113, 11750-11757.
9. A. Rajca, K. Shiraishi, M. Pink, S. Rajca, J. Am. Chem. Soc. 2007, 129, 7232-7233.
10. G. M. Clore, J. Iwahara, Chem. Rev. 2009, 109, 4108-4139.
11. A. J. Maliakal, N. J. Turro, A.W. Bosman, J. Cornel, E. W. Meijer, J. Phys. Chem. A 2003, 107, 8467-8475.
12. A. Rajca, J. Wongsriratanakul, S. Rajca, Science 2001, 294, 1503-1505.
13. C. Herrmann, G. C. Solomon, M. A. Ratner, J. Am. Chem. Soc. 2010, 132, 3682-3684.
14. K. Haider, N. Soundararajan, M. Shaffer, M. S. Platz, Tetrahedron Lett. 1989, 30, 1225-1228.
15. D. Small, V. Zaitsev, Y. Jung, S. V. Rosokha, M. Head-Gordon, J. K. Kochi, J. Am. Chem. Soc. 2004, 126, 13850-13858.
16. K. Shiraishi, A. Rajca, M. Pink, S. Rajca, J. Am. Chem. Soc. 2005, 127, 9312-9313.
17. CCDC 758072 (6) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
18. A. Rajca, M. Takahashi, M. Pink, G. Spagnol, S. Rajca, J. Am. Chem. Soc. 2007, 129, 10159-10170.
19. A. Bencini, D. Gatteschi, EPR of Exchange Coupled Systems, Springer, Berlin, 1990, pp. 48-85.
20. A. Rajca, K. Shiraishi, S. Rajca, Chem. Commun. 2009, 4372-4374.
21. The spin-orbit coupling contribution to the D tensor may be neglected in the N-centered diradicals: Z. Havias, M. Kývala, J. Michl, Mol. Phys. 2005, 103, 407-411.
22. J. Wu, A. Fechtenkötter, J. Gauss, M. D. Watson, M. Kastler, C. Fechtenkötter, M. Wagner, K. Müllen, J. Am. Chem. Soc. 2004, 126, 11311-11321.
23. M. J. Frisch et al., Gaussian 03, revision E.01, Gaussian, Wall-ingford, CT, 2004 (full citation: see Supporting Information).
24. ST for triplet ground state molecules: see refs [2] and [8].
25. S. J. Blanksby, G. B. Ellison, Acc. Chem. Res. 2003, 36, 255-263.
26. J. R. Roberts, K. U. Ingold, J. Am. Chem. Soc. 1973, 95, 3228-3235.
27. S. F. Nelsen, R. T. Landis, L. H. Kiehle, T. H. Leung, J. Am. Chem. Soc. 1972, 94, 1610-1614.
28. A. Rajca, S. Mukherjee, M. Pink, S. Rajca, J. Am. Chem. Soc. 2006, 128, 13497-13507.
29. H. Sato, V. Kathirvelu, G. Spagnol, S. Rajca, A, Rajca, S. S. Eaton, G. R. Eaton, J. Phys. Chem. B 2008, 112, 2818-2828.