Conclusions
On the basis of an analysis of a number of characteristics (NMR and IR spectra, dipole moments) of derivatives of 2-phospholenes and 3-phospholenes with tri- and tetracoordinated phosphorus, it was concluded that there is no p-π interaction of the unshared pair of electrons of phosphorus with the double bond of 2-phospholenes, and also that the electron-acceptor properties of the phosphorus fragment predominate regardless of the valence state of the phosphorus atom.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
B. A. Arbuzov, O. A. Vizel', O. A. Raevskii, Yu. F. Tarenko, and D. F. Fazliev, Izv. Akad, Nauk SSSR, Ser. Khim., 1882 (1968).
B. A. Arbuzov, A. O. Vizel', A. N. Vereshchagin, O. A. Raevskii, and M. A. Zvereva, Izv. Akad. Nauk SSSR Ser. Khim., 2489 (1971).
A. O. Vizel', V. K. Krupnov, and B. A. Arbuzov, USSR Patent No. 358321 (1971); Byul. Izobr., No. 34 (1972).
A. O. Vizel', V. K. Krupnov, and B. A. Arbuzov, Izv. Akad. Nauk SSSR, Ser. Khim., 181 (1972).
L. D. Quin, J. P. Gratz, and T. P. Barket, J. Organ. Chem.,33, 1034 (1968).
L. D. Quin, J. J. Breen, and D. K. Myers, J. Organ. Chem.,36, 1297 (1971).
D. K. Myers and L. D. Quin, J. Organ. Chem.,36, 1285 (1971).
S. O. Grim, W. McFarlane, and E. F. Davidoff, J. Organ. Chem.,32, 781 (1967).
J. J. Breen, J. F. Engel, D. K. Myers, and L. D. Quin, Phosphorus,2, 55 (1972).
J. W. Emsley et al., High-Resolution NMR Spectroscopy, Pergamon.
M. J. Gallagher, Austral. J. Chem.,21, 1197 (1968).
W. A. Anderson, R. Freeman, and C. A. Reilly, J. Chem. Phys.,39, 1518 (1962).
G. Borkent and W. Drenth, Recueil Trav. Chim.,89, 1057 (1970).
K. Hunger, U. Hasserodt, and F. Korte, Tetrahedron,20, 1593 (1964).
H. Weitkamp and F. Korte, Z. Analyt. Chem.,204 245 (1964).
B. A. Arbuzov, A. O. Vizel', O. A. Raevskii, Yu. F. Tarenko, and L. E. Petrova, Izv. Akad. Nauk SSSR, Ser. Khim., 460 (1969).
L. Bellamy, New Data on the IR Spectra of Complex Molecules [Russian translation], Mir (1971), p. 41.
E. N. Tsvetkov and M. I. Kabachnik, Uspekhi Khimii,40, 177 (1971).
M. I. Kabachnik, in: The Chemistry and Use of Organophosphorus Compounds [in Russian], Nauka (1972), p. 57: E. N. Tsvetkov, D. I. Lobanov, and R. A. Malevannaya, ibid., p. 85
E. N. Tsvetkov, M. M. Makhamatkhanov, D. I. Lobanov, and M. I. Kabachnik, Zh. Obshch. Khim.,42, 769 (1972).
N. F. Chamberlain, Analyt. Chem.,31, 56 (1959).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2002–2006, September, 1975.
The authors would like to thank R. R. Shagidullin and A. N. Vereshchagin and their co-workers for taking the IR spectra and determining the dipole moments, as well as E. I. Gol'dfarb for measuring the31P NMR spectra.
Rights and permissions
About this article
Cite this article
Arbuzov, B.A., Vizel', A.O., Krupnov, V.K. et al. Mutual influence of the double bond and phosphorus atom in phospholene derivatives. Russ Chem Bull 24, 1883–1886 (1975). https://doi.org/10.1007/BF00930157
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00930157