N-heterocyclic compounds of phosphorus based ON N,N-disubstituted 9,10-phenanthrenediimines

Cover Page

Cite item

Full Text

Abstract

N‑heterocyclic phospholes based on N,N¢-disubstituted 9,10-phenanthrenediimines were synthesized. Dimeric 1,3,2-diazaphospholes were obtained by reduction of 2-bromo diazaphospholes. In case phenanthrediimine with the most sterically hindrance, diphosphole can dissociate into phosphorus-centered radicals at record low temperatures (220 K) for this class. This behavior will allow the synthesis of new metal complexes and phosphorus-organic compounds under mild conditions.

About the authors

G. A. Abakumov

Razuvaev Institute of Organometallic Chemistry of the Russian Academy of Sciences

Email: gkazakov@iomc.ras.ru

Academician of the Russian Academy of Sciences

Russian Federation, 49, Tropinin street, Nizhny Novgorod, 603950

N. O. Druzhkov

Razuvaev Institute of Organometallic Chemistry of the Russian Academy of Sciences

Email: gkazakov@iomc.ras.ru
Russian Federation, 49, Tropinin street, Nizhny Novgorod, 603950

G. G. Kazakov

Razuvaev Institute of Organometallic Chemistry of the Russian Academy of Sciences; Lobachevsky State University of Nizhni Novgorod

Author for correspondence.
Email: gkazakov@iomc.ras.ru
Russian Federation, 49, Tropinin street, Nizhny Novgorod, 603950; 23, Gagarin avenue, Nizhni Novgorod, 603600

G. K. Fukin

Razuvaev Institute of Organometallic Chemistry of the Russian Academy of Sciences

Email: gkazakov@iomc.ras.ru
Russian Federation, 49, Tropinin street, Nizhny Novgorod, 603950

R. V. Rumyantcev

Razuvaev Institute of Organometallic Chemistry of the Russian Academy of Sciences

Email: gkazakov@iomc.ras.ru
Russian Federation, 49, Tropinin street, Nizhny Novgorod, 603950

V. K. Cherkasov

Razuvaev Institute of Organometallic Chemistry of the Russian Academy of Sciences; Lobachevsky State University of Nizhni Novgorod

Email: gkazakov@iomc.ras.ru

Corresponding Member of the Russian Academy of Sciences

Russian Federation, 49, Tropinin street, Nizhny Novgorod, 603950; 23, Gagarin avenue, Nizhni Novgorod, 603600

References

  1. Arduengo III A.J., Harlow R.L., Kline M. // J. Am. Chem. Soc. 1991. V. 113. P. 361-363.
  2. Asay M., Jones C., Driess M. // Chem. Rev. 2010. V. 111. P. 354-396.
  3. Edge R., Less R.J., McInnes E.J.L., Muther K., Naseri V., Rawson J.M., Wright D.S. // ChemComm. 2009. P. 1691-1693.
  4. Puntigam O., Förster D., Giffin N.A., Burck S., Bender J., Ehret F., Hendsbee A.D., Nieger M., Masuda J.D., Gudat D. // Eur. J. Inorg. Chem. 2013. V. 2013. P. 2041-2050.
  5. Абакумов Г., Дружков Н., Кочерова Т., Кожанов К., Муругова А., Егорова Е. // ДАН. 2016. Т. 467. № 4. С. 418.
  6. Druzhkov N.O., Kazakov G.G., Shavyrin A.S., Baranov E.V., Egorova E.N., Piskunov A.V., Abakumov G.A. // Inorg. Chem. Comm. 2018. V. 90. P. 92-96.
  7. Dube J.W., Farrar G.J., Norton E.L., Szekely K.L.S., Cooper B.F.T., Macdonald C.L.B. // Organometallics. 2009. V. 28. P. 4377-4384.
  8. Cherkasov V.K., Druzhkov N.O., Kocherova T.N., Shavyrin A.S., Fukin G.K. // Tetrahedron. 2012. V. 68. P. 1422-1426.
  9. Gudat D., Haghverdi A., Hupfer H., Nieger M. // Chem.: Eur. J. 2000. V. 6. P. 3414-3425.
  10. Ould D.M., Rigby A.C., Wilkins L.C., Adams S.J., Platts J.A., Pope S.J., Richards E., Melen R.L. // Organometallics. 2017. V. 37. P. 712-719.
  11. De la Cruz A., Koeller K.J., Rath N.P., Spilling C.D., Vasconcelos I.C.F. // Tetrahedron. 1998. V. 54. P. 10 513-10 524.
  12. Caputo C.A., Brazeau A.L., Hynes Z., Price J.T., Tuononen H.M., Jones N.D. // Organometallics. 2009. V. 28. P. 5261-5265.
  13. Herrmannsdörfer D., Kaaz M., Puntigam O., Bender J., Nieger M., Gudat D. // Eur. J. Inorg. Chem. 2015. V. 2015. P. 4819-4828.
  14. Chang Y.-C., Lee Y.-C., Chang M.-F., Hong F.-E. // J. Organomet. Chem. 2016. V. 808. P. 23-33.

Supplementary files

Supplementary Files
Action
1. JATS XML
Download

Copyright (c) 2019 Russian academy of sciences