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Issue 26, 2008
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Phosphazene vs.diazaphospholene PN-bond cleavage in spirocyclic cyclodiphosphazenes

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Abstract

Thermolysis of 2-azido-1,3,2-diazaphospholenes offers access to novel and rare spirocyclic cyclodiphosphazenes. The spectroscopic data and X-ray structure of one representative of the 2-azido-1,3,2-diazaphospholenes reveals an ionic bonding situation explaining sufficiently its rather high thermal stability. The cyclodiphosphazenes were characterised by NMR, mass spectrometry, and X-ray diffractometry. The results of ESI-FT-ICR studies demonstrate the potential of these compounds to undergo reductive elimination at a phosphazene unit via [1,4]-cycloreversion of a λ5-diazaphospholene ring, as well as symmetrical cleavage of the P2N2-unit. The unexpected inclusion of benzene in the crystal of one of the cyclodiphosphazenes was interpreted in terms of molecular recognition. Chemical reaction studies comprise the proof of double N-protonation at a phosphazene ring, and hydrolytic degradationvia selective cleavage of a phosphazene P–N bond.

Graphical abstract: Phosphazene vs.diazaphospholene PN-bond cleavage in spirocyclic cyclodiphosphazenes

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Publication details

The article was received on 07 Nov 2007, accepted on 25 Jan 2008 and first published on 28 Feb 2008


Article type: Paper
DOI: 10.1039/B717219B
Citation: Dalton Trans., 2008,0, 3478-3485

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    Phosphazene vs.diazaphospholene PN-bond cleavage in spirocyclic cyclodiphosphazenes

    S. Burck, D. Gudat, M. Nieger, C. A. Schalley and T. Weilandt, Dalton Trans., 2008, 0, 3478
    DOI: 10.1039/B717219B

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