Single electron transfer-induced Grignard cross-coupling involving ion radicals as exclusive intermediates

Chemical Communications

Volumn 49, Issue 4, 2013, Pages 364-366

  Uchiyama, Nanase ^a   Shirakawa, Eiji ^a   Hayashi, Tamio ^b  

^a KYOTO UNIVERSITY   (Japan)

^b INSTITUTE OF MATERIALS RESEARCH AND ENGINEERING   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

ANION; HALIDE; METAL; RADICAL;

ARTICLE; CHEMICAL STRUCTURE; CROSS COUPLING REACTION; ELECTRON TRANSPORT; GRIGNARD REACTION; MOLECULAR MECHANICS;

EID: 84870943208     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c2cc37643a     Document Type: Article

References (23)

1. J. Hassan, M. Sévignon, C. Gozzi, E. Schulz, M. Lemaire, Chem. Rev. 2002 102 1359-1469
2. A. de Meijere and F. Diederich, Wiley-VCH, Weinheim, 2nd edn, 2004, vol. 1-2
3. E. Shirakawa, Y. Hayashi, K. Itoh, R. Watabe, N. Uchiyama, W. Konagaya, S. Masui, T. Hayashi, Angew. Chem., Int. Ed. 2012 51 218-221
4. J. F. Bunnett, Acc. Chem. Res. 1978 11 413-420
5. R. A. Rossi, A. B. Pierini, A. B. Peñéñory, Chem. Rev. 2003 103 71-167
6. M. Ohno, K. Shimizu, K. Ishizaki, T. Sasaki, S. Eguchi, J. Org. Chem. 1988 53 729-733
7. D. B. Denney, D. Z. Denney, Tetrahedron 1991 47 6577-6600
8. J. F. Bunnett, Tetrahedron 1993 49 4477-4484
9. R. A. Rossi, S. M. Palacios, Tetrahedron 1993 49 4485-4494
10. A. Studer and M. Bossart, in Radicals in Organic Synthesis, ed. P. Renaud and M. P. Sibi, Wiley-VCH, Weinheim, 2001, ch. 1.4, vol. 2, pp. 62-80
11. W. R. Bowman, J. M. D. Storey, Chem. Soc. Rev. 2007 36 1803-1822
12. J. K. Kim, J. F. Bunnett, J. Am. Chem. Soc. 1970 92 7463-7464
13. J. K. Kim, J. F. Bunnett, J. Am. Chem. Soc. 1970 92 7464-7466
14. G. A. Russell, R. F. Bridger, Tetrahedron Lett. 1963 4 737-740
15. T. Suehiro, A. Suzuki, Y. Tsuchida, J. Yamazaki, Bull. Chem. Soc. Jpn. 1977 50 3324-3328
16. A. N. Abeywickrema, A. L. J. Beckwith, J. Chem. Soc., Chem. Commun. 1986 464-465
17. H. Yasuda, Y. Uenoyama, O. Nobuta, S. Kobayashi, I. Ryu, Tetrahedron Lett. 2008 49 367-370
18. A. L. J. Beckwith, S. M. Palacios, J. Phys. Org. Chem. 1991 4 404-412
19. C. Costentin, M. Robert, J.-M. Savéant, J. Am. Chem. Soc. 2004 126 16051-16057
20. N. Takeda, P. V. Poliakov, A. R. Cook, J. R. Miller, J. Am. Chem. Soc. 2004 126 4301-4309
21. C. Galli, J. F. Bunnett, J. Am. Chem. Soc. 1981 103 7140-7147
22. K. Maruyama, Bull. Chem. Soc. Jpn. 1964 37 897-898
23. K. Muraoka, M. Nojima, S. Kusabayashi, S. Nagase, J. Chem. Soc., Perkin Trans. 2 1986 761-767