The reaction of red phosphorus with 1-bromonaphthalene in the KOH-DMSO system: Synthesis of tri(1-naphthyl)phosphane

Heteroatom Chemistry

Volumn 22, Issue 2, 2011, Pages 198-203

  Kuimov, Vladimir A ^a   Malysheva, Svetlana F ^a   Gusarova, Nina K ^a   Vakul'Skaya, Tamara I ^a   Khutsishvili, Spartak S ^a   Trofimov, Boris A ^a  

^a A E FAVORSKY IRKUTSK INSTITUTE OF CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79952815386     PISSN: 10427163     EISSN: 10981071     Source Type: Journal    
DOI: 10.1002/hc.20671     Document Type: Article

References (55)

1. (a), Malysheva, S. F.,;, Arbuzova, S. N., In Sovremennyi organicheskii sintez (Modern Organic Synthesis);, Rakhmankulov, D. L., ((Ed.), Chemistry: Moscow, 2003; pp. 160-187 (in Russian))
2. (b), Trofimov, B.,;, Malysheva, S. F.,;, Gusarova, N. K.,;, Kuimov, V. A.,;, Belogorlova, N. A.,;, Sukhov, B. G., Tetrahedron Lett 2008, 49, 3480-3483
3. (c), Trofimov, B.,;, Gusarova, N. K., Mendeleev Commun 2009, 19, 295-302.
4. (a), Bornancini, E. R.,;, Alonso, R. A.,;, Rossi, R. A., J Organomet Chem 1984, 270, 177-183
5. (b), Schull, T. L.,;, Brandow, S. L.,;, Dressick, W. J., Tetrahedron Lett 2001, 42, 5373-5376.
6. (a), Cullen, W. R.,;, Rettig, S. J.,;, Zheng, T. C., Organometallics 1995, 14, 1466-1470
7. (b), Gallo, V.,;, Mastrorilli, F,;, Nobile, C. F.,;, Paolillo, R.,;, Taccardi, N., Eur J Inorg Chem 2005, 582-588
8. (c), Bonati, F.,;, Burini, A.,;, Pietroni, B. R.,;, Bovio, B., J Organomet Chem 1985, 296, 301-313
9. (d), Zhong, H. A.,;, Widenhoefer, R. A., Inorg Chem 1997, 36, 2610-2616
10. (e), Müller, T. E.,;, Green, J. C.,;, Mingos, D. M. P.,;, McPartlin, C. M.,;, Whittingham, C.,;, Williams, D. J.,;, Woodroffe, T. M., J Organomet Chem 1998, 551, 313-330
11. (f), Akhtar, M. N.,;, Isab, A. A.,;, Hassan, A., J Therm Anal Calorim 2000, 61, 119-125.
12. (a), Shaw, B. L.,;, Perera, S. D.,;, Staley, E. A., Chem Commun 1998, 1361-1362
13. (b), Gooaßen, L. J., Chem Commun 2001, 669-670
14. (c), Gooaßen, L. J., Appl Organometal Chem 2004, 18, 602
15. (d), Beletskaya, I. P.,;, Cheprakov, A. V., J Organomet Chem 2004, 689, 4055-4082.
16. Qin, Ch.,;, Chen, J.,;, Wu, H.,;, Cheng, J.,;, Zhang, Q.,;, Zuo, B.,;, Su, W.,;, Ding, J., Tetrahedron Lett 2008, 49, 1884-1888.
17. (a), Pretzer, W. R.,;, Kobylinski, T. P.,;, Bozik, J. E., U.S. Patent, 4133966, 1979
18. (b), Qin, Ch.,;, Wu, H.,;, Cheng, J.,;, Chen, X.,;, Liu, M.,;, Zhang, W.,;, Su, W.,;, Ding, J., J Org Chem 2007, 72, 4102-4107.
19. (a), Reetz, M. T.,;, Guo, H., Beilstein J Org Chem 2005, 1, doi:10.1186/1860-5397-1-3 (Pubitemid 44974733)
20. (b), Shimizu, H.,;, Igarashi, D.,;, Kuriyama, W.,;, Yusa, Yu., WO Patent, 2007007646, 2007 (Chem Abstr, 2007, 146, 162652)
21. (c), Hoen, R.,;, Tiemersma-Wegman, T.,;, Procuranti, B.,;, Lefort, L.,;, Vries, J. G.,;, Minnaard, A. J.,;, Feringa, B. L., Org Biomol Chem 2007, 5, 267-275.
22. Nieto-Oberhuber, C.,;, Muñoz, M. P.,;, Lõpez, S.,;, Jiménez-Núñez, E.,;, Nevado, C.,;, Herrero-Gõmez, E.,;, Raducan, M.,;, Echavarren, A. M., Chem Eur J 2006, 12, 1677-1693.
23. Cheng, H.-Y.,;, Sun, Ch.-S.,;, Hou, D.-R., J Org Chem 2007, 72, 2674-2677.
24. Müller, T. E.,;, Choi, S. W.-K.,;, Mingos, D. M. P.,;, Murphy, D.,;, Williams, D. J.,;, Yam, V. W.-W., J Organomet Chem 1994, 484, 209-224.
25. (a), Anschütz, L.,;, Kraft, H.,;, Schmidt, K., Ann 1939, 542, 14-28
26. (b), Mikhailov, B. M.,;, Kucherova, N. F., Dokl Akad Nauk USSR 1950, 74, 501-504 (Chem Abstr, 1951, 45, 3343c)
27. (c), Mikhailov, B. M.,;, Kucherova, N. F., Zh Obshch Khim 1952, 22, 792-797 (Chem Abstr, 1953, 47, 5388g)
28. (d), Tefteller, W.,;, Zingaro, R. A., Jr.,;, Isbell, A. F., J Chem Eng Data 1965, 10, 301-302
29. (e), Wesemann, J.,;, Jones, P. G.,;, Schomburg, D.,;, Heuer, L.,;, Schmutzler, R., Chem Ber 1992, 125, 2187-2197
30. (f), Keller, J.,;, Schlierf, C.,;, Notle, Ch.,;, Mayer, P.,;, Straub, B. F., Synthesis 2006, 354-365.
31. Rossi, R. A.,;, Postigo, Al., Curr Org Chem 2003, 7, 747-769.
32. Bunnett, J. F.,;, Creary, X., J Org Chem 1974, 39, 3612-3614.
33. (a), Penn, J. H.,;, Cox, E. D., J Org Chem 1986, 51, 4447-4449
34. (b), Thobie-Gautier, Ch.,;, Genesty, M.,;, Degrand, Ch., J Org Chem 1991, 56, 3452-3454.
35. (a), Todres, Z. V., Phosphorus Sulfur 1981, 9, 353-368
36. (b), Argüello, J. E.,;, Schmidt, L. C.,;, Peñéñ ory, A. B., Arkivoc 2003, x, 411-419
37. (c), Schmidt, L. C.,;, Argüello, J. E.,;, Peñéñ ory, A. B., J Org Chem 2007, 72, 2936-2944.
38. (a), Symons, M. C. R., J Chem Soc, Perkin II 1976, 908-915
39. (b), Annunziata, A.,;, Galli, C.,;, Marinelli, M.,;, Pau, T., Eur J Org Chem 2001, 1323-1329
40. (c), Øpstad, Ch. L.,;, Melaø, T.-B.,;, Sliwka, H.-R.,;, Partali, V., Tetrahedron 2009, 65, 7616-7619.
41. Lloyd, R. V.,;, Wood, D. E., J Chem Phys 1972, 56, 916-921.
42. Austin, E.,;, Alonso, R. A.,;, Rossi, R. A., J Org Chem 1991, 56, 4486-4489.
43. Todres, Z. V., Organic Ion Radicals: Chemistry and Applications; Marcel Dekker: New York, 2003; 444 p.
44. (a), Rossi, R. A.,;, de Rossi, R. H.,;, Lõpez, A. F., J Org Chem 1976, 41, 3371-3373
45. (b), Rossi, R. A.,;, de Rossi, R. H.,;, Lõpez, A. F., J Am Chem Soc 1976, 98, 1252-1257
46. (c), Bunnett, J. F., Acc Chem Res 1978, 11, 413-420
47. (d), Rossi, R. A., Acc Chem Res 1982, 15, 164-170.
48. Pierini, A. B.,;, Baumgartner, M. T.,;, Rossi, R. A., J Org Chem 1991, 56, 580-586.
49. Beugelmans, R.,;, Bois-Choussy, M., J Org Chem 1991, 56, 2518-2522.
50. Bunnett, J. F.,;, Creary, X., J Org Chem 1974, 39, 3173-3174.
51. (a), Alonso, R. A.,;, Rossi, R. A., J Org Chem 1982, 47, 77-80
52. (b), Rossi, R. A.,;, Palacios, S. M.,;, Santiago, A. N., J Org Chem 1982, 47, 4654-4657.
53. (a), Chekhlov, A. N., Crystallogr Rep 1993, 38 (4), 79-84
54. (b), Chekhlov, A. N., J Struct Chem 2000, 41 (4), 646-651.
55. Latham, K.,;, Coyle, A. M.,;, Rix, C. J.,;, Fowless, A.,;, White, J. M., Polyhedron 2007, 26, 222-236.