2 H -1,2-thiaborin: A new boron-sulfur heterocycle

Organometallics

Volumn 30, Issue 14, 2011, Pages 3698-3700

  Rohr, Ahleah D ^a   Banaszak Holl, Mark M ^a   Kampf, Jeff W ^a   Ashe, Arthur J ^a  

^a UNIVERSITY OF MICHIGAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DFT CALCULATION; HETEROCYCLES; HETEROCYCLIC RINGS;

BORON COMPOUNDS; SULFUR;

BORON;

EID: 79960512925     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om200400j     Document Type: Article

References (33)

1. For reviews of early work, see: Fritsch, A. J. Chem. Heterocycl. Compd. 1977, 30, 381
2. Ander, I. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R.; Rees, C. W., Eds.; Pergamon: Oxford, U.K., 1984; Vol. I, p 629.
3. Ashe, A. J., III; Fang, X. D. Org. Lett. 2000, 2, 2089
4. Ashe, A. J., III; Fang, X. D.; Fang, X. G.; Kampf, J. W. Organometallics 2001, 20, 5413
5. Pan, J.; Kampf, J. W.; Ashe, A. J., III Organometallics 2006, 25, 197
6. Pan, J.; Kampf, J. W.; Ashe, A. J., III Org. Lett. 2007, 9, 679
7. Abbey, E. R.; Zakharov, L. N.; Liu, S.-Y. J. Am. Chem. Soc. 2008, 130, 7250
8. Marwitz, A. J. V.; Matus, M. H.; Zakharov, L. N.; Dixon, D. A.; Liu, S.-Y. Angew. Chem., Int. Ed. 2009, 48, 973
9. Tanjaroon, C.; Daly, A.; Marwitz, A. J. V.; Liu, S.-Y.; Kukolich, S. J. Chem. Phys. 2009, 131, 224312
10. Daly, A. M.; Tanjaroon, C.; Marwitz, A. J. V.; Liu, S.-Y.; Kukolich, S. G. J. Am. Chem. Soc. 2010, 132, 5501
11. Campbell, P. G.; Abbey, E. R.; Neiner, D.; Grant, D. J.; Dixon, D. A.; Liu, S.-Y. J. Am. Chem. Soc. 2010, 132, 18048
12. Carion, R.; Liégeois, V.; Champagne, B.; Bonifazi, D.; Pelloni, S.; Lazzeretti, P. J. Phys. Chem. Lett. 2010, 1, 1563
13. Bosdet, M. J. D.; Piers, W. E.; Sorensen, T. S.; Parvez, M. Angew. Chem., Int. Ed. 2007, 46, 4940
14. Bosdet, M. J. D.; Piers, W. E. Can. J. Chem. 2008, 86, 8
15. Kwong, R. C.; Ma, B.; Tsai, J.-Y.; Beers, S.; Barron, E.; Kottas, G.; Dyatkin, A. B. PCT Int. Appl. WO 2010135519, 2010
16. Chem. Abstr. 2010, 153, 643680.
17. Campbell, P. G.; Zakharov, L. N.; Grant, D. J.; Dixon, D. A.; Liu, S.-Y. J. Am. Chem. Soc. 2010, 132, 3289
18. Davis, F. A.; Dewar, M. J. S. J. Am. Chem. Soc. 1968, 90, 3511
19. Grisdale, P. J.; Williams, J. L. R. J. Org. Chem. 1969, 34, 1675
20. Chen, J.; Bajko, Z.; Kampf, J. W.; Ashe, A. J., III Organometallics 2007, 26, 1563
21. Ashe, A. J., III; Fang, X. D.; Kampf, J. W. Organometallics 2000, 19, 4935
22. +) 196.1316, found 196.1317.
23. 2 = 1.076.
24. For other aromatic boron heterocycles see: Herberich, G. E.; Schmidt, B.; Englert, U.; Wagner, T. Organometallics 1993, 12, 2891
25. Herberich, G. E.; Schmidt, B.; Englert, U. Organometallics 1995, 14, 471
26. Ashe, A. J., III; Kampf, J. W.; Müller, C.; Schneider, M. Organometallics 1996, 15, 387
27. Ashe, A. J., III; Klein, W.; Rousseau, R. Organometallics 1993, 12, 3225
28. Ashe, A. J., III; Klein, W.; Rousseau, R. J. Organomet. Chem. 1994, 468, 21
29. Bazan, G. C.; Rodriguez, G.; Ashe, A. J., III; Al-Ahmad, S.; Müller, C. J. Am. Chem. Soc. 1996, 118, 2291
30. Bazan, G. C.; Rodriguez, G.; Ashe, A. J., III; Al-Ahmad, S.; Kampf, J. W. Organometallics 1997, 16, 2492
31. See the Supporting Information for computational details.
32. See: Ashe, A. J., III In Comprehensive Heterocyclic Chemistry III; Katritzky, A. R.; Ramsden, C. A.; Scriven, E. F. V.; Taylor, R. J. K., Eds.; Elsevier: Oxford, U.K., 2008; Vol. 7, p 1040.
33. Chen, Z.; Wannere, C. S.; Corminboeuf, C.; Puchta, R.; Schleyer, P. v. R. Chem. Rev. 2005, 105, 3842