Home / Publications / Protonation of sodium 1,2-diphospha-3,4,5-triphenylcyclopentadienide: the first example of [2 + 2] cycloaddition reaction for phosphacyclopentadiene

Protonation of sodium 1,2-diphospha-3,4,5-triphenylcyclopentadienide: the first example of [2 + 2] cycloaddition reaction for phosphacyclopentadiene

Vasily Anatol'evich Miluykov 1
Vasily Anatol'evich Miluykov
Alexander Vladimirovich Kataev 1
Alexander Vladimirovich Kataev
Peter Lönnecke 2
Peter Lönnecke
Evamarie Hey-Hawkins 2
Evamarie Hey-Hawkins
Published 2006-09-01
CommunicationVolume 16, Issue 4, 204-206
9
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Miluykov V. A. et al. Protonation of sodium 1,2-diphospha-3,4,5-triphenylcyclopentadienide: the first example of [2 + 2] cycloaddition reaction for phosphacyclopentadiene // Mendeleev Communications. 2006. Vol. 16. No. 4. pp. 204-206.
GOST all authors (up to 50) Copy
Miluykov V. A., Kataev A. V., Sinyashin O. G., Lönnecke P., Hey-Hawkins E. Protonation of sodium 1,2-diphospha-3,4,5-triphenylcyclopentadienide: the first example of [2 + 2] cycloaddition reaction for phosphacyclopentadiene // Mendeleev Communications. 2006. Vol. 16. No. 4. pp. 204-206.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1070/MC2006v016n04ABEH002365
UR - https://mendcomm.colab.ws/publications/10.1070/MC2006v016n04ABEH002365
TI - Protonation of sodium 1,2-diphospha-3,4,5-triphenylcyclopentadienide: the first example of [2 + 2] cycloaddition reaction for phosphacyclopentadiene
T2 - Mendeleev Communications
AU - Miluykov, Vasily Anatol'evich
AU - Kataev, Alexander Vladimirovich
AU - Sinyashin, Oleg Gerol'dovich
AU - Lönnecke, Peter
AU - Hey-Hawkins, Evamarie
PY - 2006
DA - 2006/09/01
PB - Mendeleev Communications
SP - 204-206
IS - 4
VL - 16
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2006_Miluykov,
author = {Vasily Anatol'evich Miluykov and Alexander Vladimirovich Kataev and Oleg Gerol'dovich Sinyashin and Peter Lönnecke and Evamarie Hey-Hawkins},
title = {Protonation of sodium 1,2-diphospha-3,4,5-triphenylcyclopentadienide: the first example of [2 + 2] cycloaddition reaction for phosphacyclopentadiene},
journal = {Mendeleev Communications},
year = {2006},
volume = {16},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2006v016n04ABEH002365},
number = {4},
pages = {204--206},
doi = {10.1070/MC2006v016n04ABEH002365}
}
MLA
Cite this
MLA Copy
Miluykov, Vasily Anatol'evich, et al. “Protonation of sodium 1,2-diphospha-3,4,5-triphenylcyclopentadienide: the first example of [2 + 2] cycloaddition reaction for phosphacyclopentadiene.” Mendeleev Communications, vol. 16, no. 4, Sep. 2006, pp. 204-206. https://mendcomm.colab.ws/publications/10.1070/MC2006v016n04ABEH002365.

Abstract

Protonation of sodium 1,2-diphospha-3,4,5-triphenylcyclopentadienide occurs with a [1,5]-proton shift and leads to rac-trans-1,2,6,7-tetraphosphatricyclo[5.3.0.02,6]-3,9-decadiene, the product of an unusual [2 + 2] cycloaddition reaction

References

1.
10.1070/MC2006v016n04ABEH002365_bib1
Dillon
Phosphorus: The Carbon Copy: from Organophosphorus to Phosphaorganic Chemistry, 1998
3.
Synthesis of Inorganic Fullerene-Like Molecules
Bai J., Virovets A.V., Scheer M.
Science, 2003
5.
Proton [1,5] shifts in P-unsubstituted 1H-phospholes. Synthesis and chemistry of 2H-phosphole dimers
Charrier C., Bonnard H., De Lauzon G., Mathey F.
Journal of the American Chemical Society, 1983
6.
Etude de la protonation des anions phospholyles. Obtention de dimeres de phospholes −.
de Lauzon G., Charrier C., Bonnard H., Mathey F.
Tetrahedron Letters, 1982
9.
The Photosensitited Dimerization of Cyclopentadiene
Turro N.J., Hammond G.S.
Journal of the American Chemical Society, 1962
11.
10.1070/MC2006v016n04ABEH002365_bib10
Woodward
The Conservation of Orbital Symmetry, 1970
14.
Dimerization of a Cyclo-1σ4,3σ2,4σ2-Triphosphapentadienyl Radical: Evidence for Phosphorus-Phosphorus Odd-Electron Bonds
Kato T., Gornitzka H., Schoeller W.W., Baceiredo A., Bertrand G.
Angewandte Chemie - International Edition, 2005
15.
10.1070/MC2006v016n04ABEH002365_bib14
Marat
Spinworks, ver. 2.3, 2004
16.
SHELXTL PLUS. XS: Program for Crystal Structure Solution, XL: Program for Crystal Structure Determination, XP: Interactive Molecular Graphics, Siemens Analyt. X-ray Inst. Inc., 1990.
17.
10.1070/MC2006v016n04ABEH002365_bib15_2
Sheldrick
SHELXL-97, 1997