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Synthesis and chemical properties of sodium 3,4,5-tris(diethylamino)-1,2-diphosphacyclopentadienide

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Abstract

1,2,3-Tris(diethylamino)cyclopropenylium iodide (1) reacted with sodium polyphosphides to give sodium 3,4,5-tris(diethylamino)-1,2-diphosphacyclopentadienide (2) in high yields. Chemical behavior of compound 2 in the reactions with organic and organoelement electrophiles was studied and compared with that of sodium 3,4,5-triphenyl-1,2-diphosphacyclopentadienide.

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References

  1. F. Mathey, Phosphorus-Carbon Heterocyclic Chemistry, Elsevier Sci., 2001, 856 pp.

    Google Scholar 

  2. K. B. Dillon, F. Mathey, J. F. Nixon, Phosphorus, the Carbon Copy, John Willey and Sons, Chichester, 1998, 366 pp.

    Google Scholar 

  3. S. R. Gilbertson, D. G. Genov, A. L. Rheingold, Org. Lett., 2000, 2, 2885.

    Article  CAS  Google Scholar 

  4. T. Faitg, J. Soulié, J. Lallemand, F. Mercier, F. Mathey, Tetrahedron, 2000, 56, 101.

    Article  CAS  Google Scholar 

  5. V. Miluykov, I. Bezkishko, D. Krivolapov, O. Kataeva, O. Sinyashin, E. Hey-Hawkins, A. Parameswaran, Y. Krupskaya, V. Kataev, R. Klingeler, B. Büchner, Organometallics, 2010, 29, 1339.

    Article  CAS  Google Scholar 

  6. Y. Krupskaya, R. Zaripov, E. Vavilova, V. Miluykov, I. Bezkishko, D. Krivolapov, O. Kataeva, O. Sinyashin, E. HeyHawkins, V. Voronkova, K. Salikhov, V. Kataev, B. Büchner, Phys. Rev. B, 2011, 84, 092402.

    Article  Google Scholar 

  7. N. Maigrot, N. Avarvari, C. Charrier, F. Mathey, Angew. Chem., 1995, 107, 623.

    Article  Google Scholar 

  8. V. Milyukov, A. Kataev, O. Sinyashin, E. Hey-Hawkins, Russ. Chem. Bull. (Int. Ed.), 2006, 55, 1297 [Izv. Akad. Nauk, Ser. Khim., 2006, 1249].

    Article  CAS  Google Scholar 

  9. V. Miluykov, A. Kataev, O. Sinyashin, P. Lönnecke, E. Hey-Hawkins, Organometallics, 2005, 24, 2233.

    Article  CAS  Google Scholar 

  10. V. A. Milyukov, A. V. Kataev, E. Hey-Hawkins, O. G. Sinyashin, Russ. Chem. Bull. (Int. Ed.), 2007, 56, 294 [Izv. Akad. Nauk, Ser. Khim., 2007, 294].

    Google Scholar 

  11. I. Bezkishko, V. Miluykov, A. Kataev, D. Krivolapov, I. Litvinov, O. Sinyashin, E. Hey-Hawkins, J. Organomet. Chem., 2008, 693, 3318.

    Article  CAS  Google Scholar 

  12. I. Bezkishko, V. Miluykov, O. Sinyashin, E. Hey-Hawkins, Phosphorus, Sulfur Silicon Relat. Elem., 2011, 186, 657.

    Article  CAS  Google Scholar 

  13. V. A. Milyukov, I. A. Bezkishko, A. A. Zagidullin, O. G. Sinyashin, E. Hey-Hawkins, Russ. Chem. Bull. (Int. Ed.), 2010, 59, 1206 [Izv. Akad. Nauk, Ser. Khim., 2010, 1206].

    Article  Google Scholar 

  14. V. Miluykov, A. Kataev, O. Sinyashin, P. Lönnecke, E. Hey-Hawkins, Mendeleev Commun., 2006, 16, 204.

    Article  Google Scholar 

  15. K. Marat, Spinworks, ver. 2.3, University of Manitoba, 2004.

    Google Scholar 

  16. APEX2 (Version 2.1), SAINTPlus, Data Reduction and Correction Program (Version 7.31A, Bruker Advanced X-ray Solutions, BrukerAXS Inc., Madison, (WI), USA, 2006.

  17. G. M. Sheldrik, SADABS, Program for Empirical X-Ray Absorption Correction, Bruker-Nonis, 1990–2004.

    Google Scholar 

  18. A. Altomare, G. Cascarano, C. Giacovazzo, D. Viterbo, Acta Crystallogr., Sec. A: Found. Crystallogr., 1991, 47, 744.

    Article  Google Scholar 

  19. G. M. Sheldrick, SHELXL-97-2, Program for Crystal Structure Refinement, University of Göttingen, Göttingen, Germany, 1997.

    Google Scholar 

  20. L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837.

    Article  CAS  Google Scholar 

  21. L. J. Farrugia, J. Appl. Crystllogr., 1997, 30, 565.

    Article  CAS  Google Scholar 

  22. A. L. Spek, Acta Crystallogr., Sect. A: Found. Crystallogr., 1990, 46, 34.

    Google Scholar 

  23. R. West, A. Sado, S. W. Tobey, J. Am. Chem. Soc., 1966, 88, 2478.

    Article  Google Scholar 

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Correspondence to V. A. Milyukov.

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Based on the Materials of International Congress on Organic Chemistry dedicated to the 150th anniversary of A. M. Butlerov Theory of Structure of Organic Compounds (September 19–23, 2011, Kazan, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1467–1471, July, 2012.

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Milyukov, V.A., Shakirova, L.R., Bezkishko, I.A. et al. Synthesis and chemical properties of sodium 3,4,5-tris(diethylamino)-1,2-diphosphacyclopentadienide. Russ Chem Bull 61, 1483–1488 (2012). https://doi.org/10.1007/s11172-012-0192-5

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  • DOI: https://doi.org/10.1007/s11172-012-0192-5

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