On the exclusion of radical species in the ligand coupling reactions with pentavalent triarylbismuth derivatives

Tetrahedron

Volumn 55, Issue 11, 1999, Pages 3377-3386

  Combes, Sébastien ^a   Finet, Jean Pierre ^a  

^a AIX MARSEILLE UNIVERSITY   (France)

Author keywords

Arylation; Bismuth; Ligand coupling; Radicals

Indexed keywords

2 NAPHTHOL; BISMUTH 2 NAPHTHOLATE; BISMUTH DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CYCLIZATION; LIGAND BINDING; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; QUALITATIVE DIAGNOSIS; QUANTITATIVE DIAGNOSIS;

EID: 0033104458     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)01148-X     Document Type: Article

References (24)

1. Suzuki, H.; Matano, Y. Organobismuth compounds: Synthesis, properties and uses in organic transformations. In The Chemistry of Arsenic Antimony and Bismuth; Norman, N.C., Ed.; Blackie: London, 1998; Ch. 6, pp. 283-343.
2. a) Barton, D.H.R.; Finet, J.-P. Pure Appl. Chem. 1987, 59, 937-946;
3. b) Abramovitch, R.A.; Barton, D.H.R.; Finet, J.-P. Tetrahedron 1988, 44, 3039-3071;
4. c) Finet, J.-P. Chem. Rev. 1989, 89, 1487-1501.
5. Finet, J.-P. Ligand Coupling Reactions with Heteroatomic Compounds; Pergamon Press: Oxford, 1998, in press.
6. Barton, D.H.R.; Finet, J.-P.; Giannotti, C.; Halley, F. J. Chem. Soc., Perkin Trans. 1 1987, 241-249.
7. Dodonov, V.A.; Gushchin, A.V. Metalloorg. Khim. 1990, 56, 2714-2721.
8. a) Johnston, L.J.; Lusztyk, J.; Wayner, D.D.M.; Abeywickrema, A.N.; Beckwith, A.L.J.; Scaiano, J.C.; Ingold, K.U. J. Am. Chem. Soc. 1985, 107, 4594-4596;
9. b) Abeywickrema, A.N.; Beckwith, A.L.J. J. Chem. Soc., Chem. Commun. 1986, 464-465;
10. c) Abeywickrema, A.N.; Beckwith, A.L.J.; Gerba, S. J. Org. Chem. 1987, 52, 4072-4078;
11. d) Beckwith, A.L.J.; Palacios, S.M. J. Phys. Org. Chem. 1991, 4, 404-412;
12. e) Laws, M.J.; Schiesser, C.H. Tetrahedron Lett. 1997, 38, 8429-8432.
13. Combes, S.; Finet, J.-P. Tetrahedron 1998, 54, 4313-4318.
14. Combes, S.; Finet, J.-P. Synth. Commun. 1996, 26, 4569-4575.
15. a) Finet, J.-P. Triphenylbismuth diacetate in Encyclopedia of Reagents for Organic Synthesis; Paquette, L.A., Ed.; J. Wiley and Sons: New York, 1995; Vol. 8, pp. 5344-5345;
16. b) Dodonov, V.A.; Gushchin, A.V. Izv. Akad. Nauk, Ser. Khim. 1993, 2043-2047; Russ. Chem. Bull. 1993, 42, 1955-1959.
17. b) Dodonov, V.A.; Gushchin, A.V. Izv. Akad. Nauk, Ser. Khim. 1993, 2043-2047; Russ. Chem. Bull. 1993, 42, 1955-1959.
18. a) Barton, D.H.R.; Bhatnagar, N.Y.; Blazejewski, J.-C.; Charpiot, B.; Finet, J.-P.; Lester, D.J.; Motherwell, W.B.; Papoula, M.T.B.; Stanforth, S.P. J. Chem. Soc., Perkin Trans. 1 1985, 2657-2665;
19. b) Barton, D.H.R.; Yadav-Bhatnagar, N.; Finet, J.-P.; Khamsi, J.; Motherwell, W.B.; Stanforth, S.P. Tetrahedron 1987, 43, 323-332.
20. Barton, D.H.R.; Finet, J.-P.; Khamsi, J. Tetrahedron Lett. 1987, 28, 887-890.
21. Barton, D.H.R.; Finet, J.-P.; Khamsi, J. Tetrahedron Lett. 1986, 27, 3615-3618.
22. Negoro, T.; Oae, S. Rev. Heteroatom Chem. 1995, 13, 235-272, MYU, Tokyo.
23. Hurd, C.D.; Webb, C.N. J. Am. Chem. Soc. 1936, 58, 941-942.
24. Brewster, R.Q.; Groening, T. Org. Synth., Coll. Vol. II 1943, 445-446.