Ti(NMe 2) 4 and [HNMe 2Ph][B(C 6F 5) 4]: A convenient blend for effective catalytic carboamination of alkynes

Organometallics

Volumn 25, Issue 10, 2006, Pages 2402-2404

  Aneetha, Halikhedkar ^a   Basuli, Falguni ^a   Bollinger, John ^a   Huffman, John C ^a   Mindiola, Daniel J ^a  

^a INDIANA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALDIMINES; ALKYNES; CATALYZES CARBOAMINATION; UNSATURATED IMINES;

CATALYSIS; COMPLEXATION; REACTION KINETICS; STOICHIOMETRY; TITANIUM COMPOUNDS;

OLEFINS;

EID: 33744489660     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0602207     Document Type: Article

References (14)

1. Ruck, R. T.; Bergman, R. G. Organometallics 2004, 23, 2231-2233.
2. Ruck, R. T.; Zuckermann, R. L.; Krska, S. W.; Bergman, R. G. Angew. Chem., Int. Ed. 2004, 43, 5372-5374.
3. Basuli, F.; Aneetha, H.; Huffman, J. C.; Mindiola, D. J. J. Am. Chem. Soc. 2005, 127, 17992-17993.
4. Tjaden, E. B.; Swenson, D. C.; Jordan, R. F.; Petersen, J. L. Organometallics 1995, 14, 371-386.
5. Shi, Y.; Ciszewski, J. T.; Odom, A. L. Organometallics 2001, 20, 3967-3969.
6. Bexrud, J. A.; Beard, J. D.; Leitch, D. C.; Schafer, L. L. Org. Lett. 2005, 7, 1959-1962.
7. Pohlki, F.; Doye, S. Chem. Soc. Rev. 2003, 32, 104-114.
8. (a) Lorber, C.; Choukroun, R.; Vendier, L. Organometallics 2004, 23, 1845. The common reagent titanium tetrachloride has been demonstrated to be an active hydroamination catalyst.
9. (b) Kaspar, L. T.; Fingerhut, B.; Ackermann, L. Angew. Chem. Int. Ed. 2005, 44, 5971-5974.
10. (c) Ackermann, L.; Kaspar, L. T.; Gschrei, C. J. Org. Lett. 2004, 6, 2515-2518.
11. See Supporting Information for complete experimental details.
12. Gomez-Sal, P.; Martin, A.; Mena, M.; Morales, M. C.; Santamaria, C. Chem Commun. 1999, 1839-1840.
13. 3, T = 127(2) K, Z = 4, R(F, observed data) = 0.0371, S = 1.014. Data were collected on a Bruker three-circle diffractometer with a SMART 6000 detector. The structure was solved by direct methods (SHELXS) and refined via full-matrix least-squares (SHELXL). Hydrogen atoms were placed in idealized positions and refined isotropically; non-hydrogen atoms were refined anisotropically.
14. 3, T = 124-(2) K, Z = 2, R(F, observed data) = 0.0474, S = 0.860. Data were collected on a Bruker three-circle diffractometer with a SMART 6000 detector. The structure was solved by direct methods (SHELXS) and refined via full-matrix least-squares (SHELXL). Hydrogen atoms were placed in idealized positions and refined isotropically; non-hydrogen atoms were refined anisotropically.