Electrochemical Properties and Reactions of Organoboronic Acids in the Presence of Fluoride Ions

Electroanalysis

Volumn 28, Issue 11, 2016, Pages 2797-2801

  Suzuki, Junji ^a   Shida, Naoki ^a   Inagi, Shinsuke ^a   Fuchigami, Toshio ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Electroauxiliary; Electrochemical fluorination; Organoborate; Organoboronic acid

Indexed keywords

FLUORINATION; FLUORINE COMPOUNDS; HALOGENATION;

CYCLIC VOLTAMMETRIC MEASUREMENTS; ELECTROAUXILIARIES; ELECTROCHEMICAL ANALYSIS; ELECTROCHEMICAL FLUORINATION; ELECTROCHEMICAL REACTIONS; FLUORIDE ION; NEGATIVE SHIFT; ORGANO BORATES; ORGANOBORONIC ACIDS; OXIDATION POTENTIALS;

IONS;

EID: 84978139292     PISSN: 10400397     EISSN: 15214109     Source Type: Journal    
DOI: 10.1002/elan.201600130     Document Type: Article

References (26)

1. A. Pelter, K. Smith, H. C. Brown, Borane Reagents, Academic Press, London, 1988.
2. H. C. Brown, B. C. Subba Rao, J. Am. Chem. Soc. 1956, 78, 5694.
3. N. Miyaura, A. Suzuki, Chem. Rev. 1995, 95, 2457.
4. A. Suzuki, J. Organomet. Chem. 1999, 576, 147.
5. S. Yamaguchi, T. Shirasaka, S. Akiyama, K. Tamao, J. Am. Chem. Soc. 2002, 124, 8816.
6. S. Solé, F. P. Gabbaï, Chem. Commun. 2004, 1284.
7. X. Y. Liu, D. R. Bai, S. Wang, Angew. Chem. Int. Ed. 2006, 45, 5475.
8. M. Miyata, Y. Chujo, Polym. J. 2002, 34, 967.
9. T. Miyahara, K. Kurihara, J. Am. Chem. Soc. 2004, 126, 5684.
10. J. Yoshida, K. Kataoka, R. Horcajada, A. Nagaki, Chem. Rev. 2008, 108, 2265.
11. J. H. Morris, H. J. Gysling, D. Reed, Chem. Rev. 1985, 85, 51.
12. A. A. Humffray, L. F. G. Williams, Chem. Commun. 1965, 616.
13. J. T. Keating, P. S. Skell, J. Org. Chem. 1969, 34, 1479.
14. A. A. Humffray, L. F. G. Williams, Electrochim. Acta 1972, 17, 401.
15. L. F. G. Williams, A. A. Humffray, Electrochim. Acta 1972, 17, 409.
16. T. Taguchi, M. Itoh, A. Suzuki, Chem. Lett. 1973, 719.
17. T. Taguchi, Y. Takahashi, M. Itoh, A. Suzuki, Chem. Lett. 1974, 1021.
18. Y. Takahashi, M. Tokuda, M. Itoh, A. Suzuki, Synthesis 1976, 616.
19. Y. Takahashi, M. Tokuda, M. Itoh, A. Suzuki, Chem. Lett. 1978, 669.
20. D.-Q. Shi, A. Gitkis, J. Y. Becker, Electrochim. Acta 2007, 53, 1824.
21. I. Y. Alyev, I. N. Rozhkov, I. L. Knunyants, Tetrahedron Lett. 1976, 17, 2369.
22. T. Fuchigami, S. Inagi, Chem. Commun. 2011, 47, 10211.
23. T. Fuchigami, S. Inagi in Organic Electrochemistry 5th Ed., (Eds.: O. Hammerich, B. Speiser), CRC Press, Boca Raton, FL, 2015, p. 807.
24. T. Fuchigami, S. Inagi in Fundamentals and Applications of Organic Electrochemistry, (Ed.: T. Fuchigami), Wiley, West Sussex, 2015, p. 83.
25. R. D. Schuetz, G. P. Nilles, J. Org. Chem. 1971, 36, 2188.
26. T. Tajima, A. Nakajima and T. Fuchigami, J. Org. Chem. 2004, 69, 1276.