Development of electrochemical processes for nitrene generation and transfer

Journal of Organic Chemistry

Volumn 70, Issue 3, 2005, Pages 932-937

  Siu, Tung ^a   Picard, Christine J ^a   Yudin, Andrei K ^a  

^a UNIVERSITY OF TORONTO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ANODES; ELECTROCHEMISTRY; NITROGEN; OXIDATION; PLATINUM; REACTION KINETICS;

CHEMOSELECTIVITY; ELECTRODE SURFACES; NITRENE; NITROGEN-TRANSFER REACTIONS;

OLEFINS;

ALKENE; NITROGEN; PHTHALIMIDE; PLATINUM; SULFOXIDE;

ARTICLE; AZARIDINATION; CHEMICAL REACTION; ELECTRIC POTENTIAL; ELECTROCHEMICAL ANALYSIS; ELECTRODE; ELECTRON TRANSPORT; GAS DIFFUSION; OXIDATION;

EID: 13244289971     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo048591p     Document Type: Article

References (22)

1. (a) Siu, T.; Yudin, A. K. J. Am. Chem. Soc. 2002, 124, 530.
2. (b) Siu, T.; Yudin, A. K. Org. Lett. 2002, 4, 1839.
3. McCoull, W.; Davis, F. A. Synthesis 2000, 10, 1347.
4. Skancke, A.; van Vechten, D.; Liebman, J. F.; Skancke, P. N. J. Mol. Struct. 1996, 376, 461.
5. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem., Int. Ed. 2001, 40, 2004.
6. Atkinson, R. S. In Azides and Nitrenes; Scriven, E. F. V., Ed., Academic Press: Orlando, FL, 1984; see also references therein.
7. Daland, R. J. Lead and Human Health: An Update; American Council on Science and Health: New York, 2000; see also references therein.
8. For CV data on various olefins, see: Tsuchiya, M.; Akaba, R.; Aihara, S.; Sakuragi, H.; Tokumaru, K. Chem. Lett. 1986, 1727.
9. Bard, A. J.; Faulkner, L. R. Electrochemical Methods: Fundamentals and Applications, 2nd ed.; Wiley: New York, 2000.
10. Torii, S.; Tanaka, H. In Organic Electrochemistry, 4th ed.; Lund, H., Hammerich, O., Eds.; Marcel Dekker: New York, 2001; Chapter 14.
11. (a) Ohashi, T.; Masunaga, K.; Okahara, M.; Komori, S. Synthesis 1971, 96.
12. (b) Colonna, S.; Stirling, C. J. M. J. Chem. Soc., Perkin Trans. 1 1974, 2120.
13. (c) Kim, M.; White, J. D. J. Am. Chem. Soc. 1977, 99, 1172.
14. (d) Kemp, J. E. G.; Closier, M. D.; Stefanich, M. H. Tetrahedron Lett. 1979, 3785.
15. Atkinson, R. S.; Grimshire, M. J.; Kelly, B. J. Tetrahedron 1989, 45, 2875.
16. Fuchigami, T.; Sato, T.; Nonaka, T. Electrochim. Acta 1986, 31, 365.
17. Chilmonczyk, Z.; Egli, M.; Behringer, C.; Dreiding, A. S. Helv. Chim. Acta 1989, 72, 1095.
18. (a) Siu, T.; Li, W.; Yudin, A. K. J. Comb. Chem. 2001, 3, 554.
19. (b) Yudin, A. K.; Siu, T. Curr. Opin. Chem. Biol. 2001, 5, 269.
20. (c) Siu, T.; Yekta, S.; Yudin, A. K. J. Am. Chem. Soc. 2000, 122, 11787.
21. (d) Siu, T.; Li, W.; Yudin, A. K. J. Comb. Chem. 2000, 2, 545.
22. Drew, H. D. K.; Hatt, H. H. J. Chem. Soc. 1937, 16.