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Reactivity of Sodium Pentaphospholide Na[cyclo ‐P 5] towards C≡E (E=C, N, P) Triple Bonds

Petrov, Andrey; Conrad, Lawrence; Coles, Nathan T.; Weber, Manuela; Andrae, Dirk; Zagidullin, Almaz; Miluykov, Vasili; Müller, Christian


Andrey Petrov

Lawrence Conrad

Manuela Weber

Dirk Andrae

Almaz Zagidullin

Vasili Miluykov

Christian Müller


A diglyme solution of Na[cyclo-P5] (1) reacts with alkynes and isolobal nitriles and phosphaalkynes to afford the otherwise elusive (aza)phospholide anions 2 a–c, 4 a,b, and 6. The reaction of Na[cyclo-P5] with alkynes and nitriles was studied by means of DFT methods, which suggested a concerted mechanism for the formation of 2 a and 4 b. The anions 2 a–c, 4 a,b, and 6 coordinate in an η5-fashion towards FeII to give the sandwich (aza)phosphametallocenes 3 a–c, 5 a,b and 7 in moderate to good yields. The new compounds were characterized by means of multinuclear NMR spectroscopy, single-crystal X-ray diffraction and cyclic voltammetry.


Petrov, A., Conrad, L., Coles, N. T., Weber, M., Andrae, D., Zagidullin, A., …Müller, C. (2022). Reactivity of Sodium Pentaphospholide Na[cyclo ‐P 5] towards C≡E (E=C, N, P) Triple Bonds. Chemistry - A European Journal, 28(67), Article e202203056.

Journal Article Type Article
Acceptance Date Oct 9, 2022
Online Publication Date Nov 15, 2022
Publication Date Dec 1, 2022
Deposit Date Dec 20, 2022
Publicly Available Date Dec 20, 2022
Journal Chemistry – A European Journal
Print ISSN 0947-6539
Electronic ISSN 1521-3765
Peer Reviewed Peer Reviewed
Volume 28
Issue 67
Article Number e202203056
Keywords cyclic voltammetry, DFT calculations, heteroferrocenes, phosphorus heterocycles, X-ray diffraction
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Reactivity of Sodium Pentaphospholide Na[ cyclo ‐P 5] towards C≡E (E=C, N, P) Triple Bonds (2.7 Mb)

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Copyright Statement
This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.

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