Heterogeneously catalyzed aerobic cross-dehydrogenative coupling of terminal alkynes and monohydrosilanes by gold supported on oms-2

Angewandte Chemie - International Edition

Volumn 52, Issue 21, 2013, Pages 5627-5630

  Yamaguchi, Kazuya ^a   Wang, Ye ^a   Oishi, Takamichi ^a   Kuroda, Yoshiyuki ^a   Mizuno, Noritaka ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

alkynylsilanes; cross dehydrogenative coupling; gold; heterogeneous catalysis; terminal alkynes

Indexed keywords

ALKYNYLSILANES; HIGH CATALYTIC PERFORMANCE; HIGH YIELD; TERMINAL ALKYNE; TERMINAL OXIDANTS;

CATALYSIS; GOLD;

HYDROCARBONS;

EID: 84877691965     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201300988     Document Type: Article

References (37)

1. A. L. K. ShiShun, R. R. Tykwinski, Angew. Chem. 2006, 118, 1050
2. Angew. Chem. Int. Ed. 2006, 45, 1034
3. R. Gleiter, D. B. Werz, Chem. Rev. 2010, 110, 4447
4. R. B. Lettan II, K. A. Scheidt, Org. Lett. 2005, 7, 3227
5. K. A. Keaton, A. J. Phillips, J. Am. Chem. Soc. 2006, 128, 408
6. J. A. Marsden, J. J. Miller, L. D. Shirtcliff, M. M. Haley, J. Am. Chem. Soc. 2005, 127, 2464
7. T. Matsuda, S. Kadowaki, T. Goya, M. Murakami, Org. Lett. 2007, 9, 133
8. S. Chang, S. H. Yanga, P. H. Lee, Tetrahedron Lett. 2001, 42, 4833.
9. B. Eaton, J. A. King Jr., K. P. C. Vollhardt, J. Am. Chem. Soc. 1986, 108, 1359
10. T. E. Kedar, M. W. Miller, L. S. Hegedus, J. Org. Chem. 1996, 61, 6121.
11. P. T. Anastas, J. C. Warner, Green Chemistry: Theory and Practice, Oxford University Press, London, 1998
12. R. A. Sheldon, Green Chem. 2000, 2, G 1
13. P. T. Anastas, L. B. Bartlett, M. M. Kirchhoff, T. C. Williamson, Catal. Today 2000, 55, 11
14. R. A. Sheldon, H. van Bekkum, Fine Chemical through Heterogeneous Catalysis, Wiley, Weinheim, 2001.
15. C. J. Scheuermann, Chem. Asian J. 2010, 5, 436
16. C.-J. Li, Acc. Chem. Res. 2009, 42, 335.
17. M. G. Voronkov, N. I. Ushakova, I. I. Tsykhanskaya, V. B. Pukhnarevich, J. Organomet. Chem. 1984, 264, 39
18. H. Q. Liu, J. F. Harrod, Can. J. Chem. 1990, 68, 1100
19. K. Takaki, M. Kurioka, T. Kamata, K. Takehira, Y. Makioka, Y. Fujiwara, J. Org. Chem. 1998, 63, 9265
20. F. Buch, S. Harder, Organometallics 2007, 26, 5132
21. M. Itoh, M. Kobayashi, J. Ishikawa, Organometallics 1997, 16, 3068
22. T. Tsuchimoto, M. Fujii, Y. Iketani, M. Sekine, Adv. Synth. Catal. 2012, 354, 2959.
23. M. Itoh, M. Mitsuzuka, T. Utsumi, K. Iwata, K. Inoue, J. Organomet. Chem. 1994, 476, c 30
24. T. Baba, A. Kato, H. Yuasa, F. Toriyama, H. Handa, Y. Ono, Catal. Today 1998, 44, 271.
25. R. N. DeGuzman, Y.-F. Shen, E. J. Neth, S. L. Suib, C.-L. O'Young, S. Levine, J. M. Newsam, Chem. Mater. 1994, 6, 815
26. Y.-C. Son, V. D. Makwana, A. R. Howell, S. L. Suib, Angew. Chem. 2001, 113, 4410
27. Angew. Chem. Int. Ed. 2001, 40, 4280
28. K. Yamaguchi, H. Kobayashi, T. Oishi, N. Mizuno, Angew. Chem. 2012, 124, 559
29. Angew. Chem. Int. Ed. 2012, 51, 544
30. K. Yamaguchi, H. Kobayashi, Y. Wang, T. Oishi, Y. Ogasawara, N. Mizuno, Catal. Sci. Technol. 2013, 3, 318.
31. T. Oishi, T. Katayama, K. Yamaguchi, N. Mizuno, Chem. Eur. J. 2009, 15, 7539
32. T. Oishi, K. Yamaguchi, N. Mizuno, ACS Catal. 2011, 1, 1351.
33. R. A. Sheldon, M. Wallau, I. W. C. E. Arends, U. Schuchardt, Acc. Chem. Res. 1998, 31, 485.
34. A. Corma, C. González-Arellano, M. Iglesias, F. Sánchez, Angew. Chem. 2007, 119, 7966
35. Angew. Chem. Int. Ed. 2007, 46, 7820.
36. K. Yamaguchi, T. Oishi, T. Katayama, N. Mizuno, Chem. Eur. J. 2009, 15, 10464
37. K. Yoshimura, T. Oishi, K. Yamaguchi, N. Mizuno, Chem. Eur. J. 2011, 17, 3827.