Mild uncatalyzed hydroamination of an electrophilic alkyne, ethynylcobalticinium

Chemical Communications

Volumn 49, Issue 52, 2013, Pages 5862-5864

  Wang, Yanlan ^a   Rapakousiou, Amalia ^a   Latouche, Camille ^b   Daran, Jean Claude ^c   Singh, Anu ^d   Ledoux Rak, Isabelle ^d   Ruiz, Jaime ^a   Saillard, Jean Yves ^b   Astruc, Didier ^a  

^a UNIVERSITÉ DE BORDEAUX   (France)

^b UNIVERSITÉ DE RENNES 1   (France)

^c LCC LABORATOIRE DE CHIMIE DE COORDINATION   (France)

^d UNIVERSITÉ PARIS SACLAY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; ELECTROPHILE; ENAMINE; ETHYNYLCOBALTICINIUM; UNCLASSIFIED DRUG;

AMINATION; ARTICLE; CHEMICAL STRUCTURE; CONTROLLED STUDY; HYDROAMINATION; MOLECULAR INTERACTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 84878650427     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c3cc42211a     Document Type: Article

References (29)

1. F. A. Carey and R. J. Sundberg, Advanced Organic Chemistry, Springer, New York, 5th edn, 2007, Part B, pp. 183-200
2. F. Alonso, I. P. Beletskaya, M. Yus, Chem. Rev., 2004, 104, 3079
3. R. Séverin, S. Doye, Chem. Soc. Rev., 2007, 36, 1407
4. T. E. Müller, K. C. Hulzsch, M. Yus, F. Foubelo, M. Tada, Chem. Rev., 2008, 108, 3795
5. Z. Miao, M. Xu, B. Hoffmann, B. Bernet, A. Vasella, Helv. Chim. Acta, 2005, 88, 1885
6. V. N. Elokhina, A. S. Nakhmanovich, Russ. J. Org. Chem., 2009, 45, 226
7. J. E. Sheats, J. Organomet. Chem. Libr., 1979, 7, 461
8. U. F. J. Mayer, J. P. H. Charmant, J. Rae, I. Manners, Organometallics, 2008, 27, 1524
9. U. F. J. Mayer, J. B. Gilroy, D. O'Hare, I. Manners, J. Am. Chem. Soc., 2009, 131, 10382
10. H. Qiu, J. B. Gilry, I. Manners, Chem. Commun., 2013, 49, 42
11. Ferrocenes, ed. S. Petr, Wiley, Weinheim, 2008
12. D. Astruc, Nat. Chem., 2012, 4, 255
13. M. Wildschek, C. Rieker, P. Jaitner, H. Schottenberger, K. E. Schwarzhans, J. Organomet. Chem., 1990, 396, 355
14. K. Lammertsma, B. V. Prasad, J. Am. Chem. Soc., 1994, 116, 642
15. J. Ruiz, D. Astruc, C. R. Acad. Sci., Ser. IIc: Chim., 1998, 21
16. W. E. Geiger, J. Am. Chem. Soc., 1974, 96, 2632
17. N. G. Connelly, W. E. Geiger, Adv. Organomet. Chem., 1984, 23, 1
18. W. E. Geiger, Organometallics, 2007, 26, 5738
19. C. M. Casado, B. Gonzalez, I. Cuadrado, B. Alonso, M. Moran, J. Losada, Angew. Chem., Int. Ed., 2000, 39, 2135
20. C. Ornelas, J. Ruiz, D. Astruc, Organometallics, 2009, 28, 2716
21. A. B. P. Lever, Inorganic Electronic Spectroscopy, Elsevier, New York, 2nd edn, 1984
22. P. D. Maker, Phys. Rev. A, 1970, 923
23. J. Zyss, Molecular Nonlinear Optics: Materials, Physics and Devices, Academic Press, Boston, 1994
24. Materials for Nonlinear Optics Chemical Perspectives, ed. S. R. Marder, J. E. Sohn, G. D. Stucky, ACS Symposium Series 455; American Chemical Society: Washington, DC, 1991
25. M. E. Thompson, P. E. Djurovich, S. Barlow and S. R. Marder, in Comprehensive Organometallic Chemistry III, ed. D. O'Hare, R. H. Crabtree and D. M. P. Mingos, Elsevier, Oxford, 2006, vol. 12, p. 781
26. K. N. Jayaprakash, P. C. Ray, I. Matsuoka, M. M. Bhadbhade, V. G. Puranik, P. K. Das, H. Nishihara, A. Sarkar, Organometallics, 1999, 18, 3851
27. L. Millan, M. Fuentealba, C. Manzur, D. Carrillo, N. Faux, B. Caro, F. Robin-Le Guen, S. Sinbandhit, I. Ledoux-Rak, J.-R. Hamon, Eur. J. Inorg. Chem., 2006
28. A. Trujillo, M. Fuentealba, D. Carrillo, C. Manzur, I. Ledoux-Rak, J. R. Hamon, J.-Y. Saillard, Inorg. Chem., 2010, 49, 2750
29. B3PW91/LANL2DZ level, using Gaussian 09 (Revision A01), M. J. Frisch et al.; Gaussian Inc., Wallingford, CT, 2009 (see p. 76 of ESI)