Synthesis of Alkylphosphazenes via Copper-Phosphazene Intermediates

Harry R. Allcock; Paul J. Harris; Mark S. Connolly

doi:10.1021/ic50215a005

Synthesis of Alkylphosphazenes via Copper-Phosphazene Intermediates

Harry R. Allcock, Paul J. Harris, Mark S. Connolly

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Abstract

A new reaction route has been developed for the synthesis of a hitherto inaccessible series of 1,1-dialkyltetrachlorocyclotriphosphazenes, N₃P₃Cl₄RR’ (III), where R = CH₃, C₂H₅, n-C₃H₇, n-C₄H₉, i-C₄H₉, t-C₄H₉, or allyl and R’ = CH₃, C₂H₅, n-C₃H₇, n-C₄H₉, or allyl. The high-yield route involves the interaction of hexachlorocyclotriphosphazene, (NPCl₂)₃, with alkyl Grignard reagents in the presence of [n-Bu₃PCuI]₄, followed by treatment with alkyl halides. The structural characterization of these compounds by NMR and mass spectrometric techniques is discussed, together with the reaction mechanism.

Original language	English (US)
Pages (from-to)	11-16
Number of pages	6
Journal	Inorganic chemistry
Volume	20
Issue number	1
DOIs	https://doi.org/10.1021/ic50215a005
State	Published - Jan 1981

All Science Journal Classification (ASJC) codes

Physical and Theoretical Chemistry
Inorganic Chemistry

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title = "Synthesis of Alkylphosphazenes via Copper-Phosphazene Intermediates",

abstract = "A new reaction route has been developed for the synthesis of a hitherto inaccessible series of 1,1-dialkyltetrachlorocyclotriphosphazenes, N3P3Cl4RR{\textquoteright} (III), where R = CH3, C2H5, n-C3H7, n-C4H9, i-C4H9, t-C4H9, or allyl and R{\textquoteright} = CH3, C2H5, n-C3H7, n-C4H9, or allyl. The high-yield route involves the interaction of hexachlorocyclotriphosphazene, (NPCl2)3, with alkyl Grignard reagents in the presence of [n-Bu3PCuI]4, followed by treatment with alkyl halides. The structural characterization of these compounds by NMR and mass spectrometric techniques is discussed, together with the reaction mechanism.",

author = "Allcock, {Harry R.} and Harris, {Paul J.} and Connolly, {Mark S.}",

year = "1981",

month = jan,

doi = "10.1021/ic50215a005",

language = "English (US)",

volume = "20",

pages = "11--16",

journal = "Inorganic chemistry",

issn = "0020-1669",

publisher = "American Chemical Society",

number = "1",

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TY - JOUR

T1 - Synthesis of Alkylphosphazenes via Copper-Phosphazene Intermediates

AU - Allcock, Harry R.

AU - Harris, Paul J.

AU - Connolly, Mark S.

PY - 1981/1

Y1 - 1981/1

N2 - A new reaction route has been developed for the synthesis of a hitherto inaccessible series of 1,1-dialkyltetrachlorocyclotriphosphazenes, N3P3Cl4RR’ (III), where R = CH3, C2H5, n-C3H7, n-C4H9, i-C4H9, t-C4H9, or allyl and R’ = CH3, C2H5, n-C3H7, n-C4H9, or allyl. The high-yield route involves the interaction of hexachlorocyclotriphosphazene, (NPCl2)3, with alkyl Grignard reagents in the presence of [n-Bu3PCuI]4, followed by treatment with alkyl halides. The structural characterization of these compounds by NMR and mass spectrometric techniques is discussed, together with the reaction mechanism.

AB - A new reaction route has been developed for the synthesis of a hitherto inaccessible series of 1,1-dialkyltetrachlorocyclotriphosphazenes, N3P3Cl4RR’ (III), where R = CH3, C2H5, n-C3H7, n-C4H9, i-C4H9, t-C4H9, or allyl and R’ = CH3, C2H5, n-C3H7, n-C4H9, or allyl. The high-yield route involves the interaction of hexachlorocyclotriphosphazene, (NPCl2)3, with alkyl Grignard reagents in the presence of [n-Bu3PCuI]4, followed by treatment with alkyl halides. The structural characterization of these compounds by NMR and mass spectrometric techniques is discussed, together with the reaction mechanism.

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JO - Inorganic chemistry

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Synthesis of Alkylphosphazenes via Copper-Phosphazene Intermediates

Abstract

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