Synthesis and structures of non-cyclic and cyclic mono- and bisphosphonium salts derived from 1,8-bis(diphenylphosphino)naphthalene

Tetrahedron

Volumn 69, Issue 5, 2013, Pages 1628-1633

  Owsianik, Krzysztof ^a   Vendier, Laure ^b   Błaszczyk, Jarosław ^a   Sieroń, Lesław ^c  

^a CENTRE OF MOLECULAR AND MACROMOLECULAR STUDIES   (Poland)

^b CNRS   (France)

^c LODZ UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Bisphosphines; Bisphosphonium salts; peri Interactions; peri Naphthalenes; Phosphorus heterocycles; Strained molecules

Indexed keywords

1,8 BIS(DIPHENYLPHOSPHINO)NAPHTHALENE; ACETONITRILE; BISPHOSPHONIUM SALT; NAPHTHALENE DERIVATIVE; PHOSPHONIUM DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; CYCLIZATION; PRIORITY JOURNAL; SYNTHESIS; X RAY DIFFRACTION;

EID: 84872107619     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2012.11.081     Document Type: Article

References (47)

1. E.P. Urriolabeitia Top. Organomet. Chem. 30 2010 15 48
2. E.P. Urriolabeitia Dalton Trans. 2008 5673 5686
3. O.I. Kolodiazhnyi Tetrahedron 52 1996 1855 1929
4. H.J. Cristau Chem. Rev. 94 1994 1299 1313
5. H. Schmidbaur Angew. Chem. 95 1983 980 1000
6. Angew. Chem., Int. Ed. Engl. 22 1983 907 927
7. W. Petz, and G. Frenking Top. Organomet. Chem. 30 2010 49 92
8. H. Schmidbaur, R. Herr, and C.E. Zybill Chem. Ber. 117 1984 3374 3380
9. M. Abdalilah, Y. Canac, C. Lepetit, and R. Chauvin C. R. Chim. 13 2010 1091 1098
10. C. Maaliki, M. Abdalilah, C. Barthes, C. Duhayon, Y. Canac, and R. Chauvin Eur. J. Inorg. Chem. 2012 4057 4064
11. Y. Canac, C. Lepetit, M. Abdalilah, C. Duhayon, and R. Chauvin J. Am. Chem. Soc. 130 2008 8406 8413
12. J. Vicente, M.T. Chicote, and I. Saura-Llamas Organometallics 7 1988 997 1006
13. T. Costa, and H. Schmidbaur Chem. Ber. 115 1982 1367 1373
14. N. Holy, U. Deschler, and H. Schmidbaur Chem. Ber. 115 1982 1379 1388
15. A. Spannenberg, W. Baumann, and U. Rosenthal Organometallics 19 2000 3991 3993
16. L.R. Falvello, M.E. Margalejo, R. Navarro, and E.P. Urriolabeitia Inorg. Chim. Acta 347 2003 75 85
17. P. Kilian, F.R. Knight, and D. Woollins Chem. - Eur. J. 17 2011 2302 2328
18. R.D. Jackson, S. James, A.G. Orpen, and P.G. Pringle J. Organomet. Chem. 458 1993 C3 C4
19. A. Karaçar, M. Freytag, H. Thönnessen, J. Omelańczuk, P.G. Jones, R. Bartsch, and R. Schmutzler Z. Anorg. Allg. Chem. 626 2000 2361 2372
20. A. Karaçar, M. Freytag, P.G. Jones, R. Bartsch, and R. Schmutzler Z. Anorg. Allg. Chem. 627 2001 1571 1581
21. A. Karaçar, M. Freytag, H. Thönnessen, J. Omelańczuk, P.G. Jones, R. Bartsch, and R. Schmutzler Heteroat. Chem. 12 2001 102 113
22. A. Karaçar, V. Klaukien, M. Freytag, H. Thönnessen, J. Omelańczuk, P.G. Jones, R. Bartsch, and R. Schmutzler Z. Anorg. Allg. Chem. 627 2001 2589 2603
23. K. Owsianik, R. Chauvin, A. Balińska, M. Wieczorek, M. Cypryk, and M. Mikołajczyk Organometallics 28 2009 4929 4937
24. T. Costa, and H. Schmidbaur Chem. Ber. 115 1982 1374 1378
25. M. Abdalilah, R. Zurawinski, Y. Canac, B. Laleu, J. Lacour, C. Lepetit, G. Magro, G. Bernardinelli, B. Donnadieu, C. Duhayon, M. Mikolajczyk, and R. Chauvin Dalton. Trans. 2009 8493 8508
26. D.W. Allen, I.T. Millar, and F.G. Mann J. Chem. Soc. C 1967 1869 1875
27. H. Schmidbaur, and A. Mörtl J. Organomet. Chem. 250 1983 171 182
28. G. Maerkl Angew. Chem. 75 1963 859 860
29. Angew. Chem., Int. Ed. Engl. 2 1963 620
30. T.E. Snider, and K.D. Berlin Phosphorus Relat. Group V Elem. 1 1971 59 60
31. J.C. Gallucci, and R.R. Holmes J. Am. Chem. Soc. 102 1980 4379 4386
32. A.J. Parker Chem. Rev. 69 1969 1 32
33. G.A. Artamkina, M.P. Egorov, and I.P. Beletskaya Chem. Rev. 82 1982 427 459
34. N.S. Zefirov, and D.I. Makhon'kov Chem. Rev. 82 1982 615 624
35. P. Wawrzyniak, A.M.Z. Slawin, A.L. Fuller, J.D. Woollins, and P. Kilian Dalton Trans. 2009 7883 7884
36. J. van Soolingen, R.-J. de Lang, R. den Besten, P.A.A. Klusener, N. Veldman, A.L. Spek, and L. Brandsma Synth. Commun. 25 1995 1741 1744
37. X. Zhang, H. Liu, X. Hu, G. Tang, J. Zhu, and Y. Zhao Org. Lett. 13 2011 3478 3481
38. SIR92, A Program for Crystal Structure Solution. A. Altomare, G. Cascarano, C. Giacovazzo, A. Guagliardi, M.C. Burla, G. Polidori, and M. Camalli J. Appl. Crystallogr. 27 1994 435 436
39. G.M. Sheldrick SHELXL97. Program for the Refinement of Crystal Structures 1997 University of Gottingen Germany
40. WINGX-1.63 Integrated System of Windows Programs for the Solution, Refinement and Analysis of Single Crystal X-ray Diffraction Data L.J. Farrugia J. Appl. Crystallogr. 32 1999 837 838
41. ORTEP3 for Windows L.J. Farrugia J. Appl. Crystallogr. 30 1997 565 566
42. APEX2 Version 2010.3-0, Bruker AXS.
43. SAINT Version 7.68A 2009 Bruker AXS
44. SADABS Version 2008/1 (Sheldrick, G.M., University of Göttingen, Germany, and Bruker AXS).
45. G.M. Sheldrick Acta Crystallogr. A64 2008 112 122
46. COOT Version 0.6.1 P. Emsley, B. Lohkamp, W.G. Scott, and K. Cowtan Acta Crystallogr. D66 2010 486 501
47. C.F. Macrae, I.J. Bruno, J.A. Chisholm, P.R. Edgington, P. McCabe, E. Pidcock, L. Rodriguez-Monge, R. Taylor, J. van de Streek, and P.A. Wood J. Appl. Crystallogr. 41 2008 466 470