Notizen: Azide und Nitrile cyclischer λ<sup>5</sup>-Phosphazene / Azides and Nitriles of Cyclic λ<sup>5</sup>-Phosphazenes

Roesky, Herbert W.; Banek, M.

doi:10.1515/znb-1979-0523

Cited by 8 publications

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“…Despite these potential advantages, only a few phosphazene azide compounds have been prepared. These include the shock-sensitive hexaazido cyclic trimer [NP(N 3 ) 2 ] 3 , a triazido−trichloro trimer (N 3 P 3 Cl 3 (N 3 ) 3 ), a pentafluoro− azido trimer (N 3 P 3 F 5 (N 3 )), a pentaphenyl−azido trimer (N 3 P 3 (C 6 H 5 ) 5 (N 3 ), a hexaphenyl−diazido tetramer (N 4 P 4 (C 6 H 5 ) 6 (N 3 ) 2 ), a tetraziridino−diazido trimer (N 3 P 3 (C 2 H 2 N) 4 (N 3 ) 2 , and several ethylenediamino−tetrazido trimers . Little investigation of the nitrene chemistry of phosphazene azides has been conducted, and no evidence of insertion chemistry has been described.…”

Section: Introductionmentioning

confidence: 99%

Azidophosphazenes as Functionalized Intermediates

1999

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The synthesis of phosphazene cyclic trimers with azido side groups and aryloxy, alkoxy, or dialkylamino cosubstituent groups was accomplished. The compounds have the basic structure N(3)P(3)(R)(x)()(N(3))(6)(-)(x)(), where R represents phenoxy, trifluoroethoxy, dimethylamino, or diethylamino groups and x = 3-5. Experiments were also conducted to determine the ability of these materials to undergo a reaction unique to azido compounds known as nitrene insertion. The aryloxy derivative, N(3)P(3)(OC(6)H(5))(5)(N(3)), yielded a nitrene insertion product when heated with 1-phenylnonane at 280 degrees C. The alkoxy derivative, N(3)P(3)(OCH(2)CF(3))(5)(N(3)), produced a nitrene insertion product when ultraviolet irradiated in an aliphatic solvent. The dialkylamino derivative, N(3)P(3)(N(CH(3))(2))(4)(N(3))(2), did not undergo nitrene insertion. The aryloxy and alkoxy azido trimers reacted with various phosphorus(III) compounds to form phosphinimines via the Staudinger reaction. Finally, sodium phenoxide displaced azides from both the alkoxy- and aryloxyphosphazene trimers while n-butylamine displaced only the azide on the alkoxy trimer.

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Section: Introductionmentioning

confidence: 99%

Azidophosphazenes as Functionalized Intermediates

1999

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“…Despite these potential advantages, only a few phosphazene azide compounds have been prepared. These include the shock-sensitive hexa-azido cyclic trimer [NP(N 3 ) 2 ] 3 , a triazido-trichloro trimer (N 3 P 3 Cl 3 (N 3 ) 3 ), a pentafluoroazido trimer (N 3 P 3 F 5 (N 3 )), a pentaphenylazido trimer (N 3 P 3 (C 6 H 5 ) 5 (N 3 )), a hexaphenyldiazido tetramer (N 4 P 4 (C 6 H 5 ) 6 (N 3 ) 2 ), and several ethylenediaminotetrazido trimers. − Little investigation of the nitrene chemistry of phosphazene azides has been conducted, and no evidence of insertion chemistry has been reported.…”

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confidence: 99%