1988
DOI: 10.1002/chin.198834218
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ChemInform Abstract: X‐Ray Structural Analysis of the Ethylation Product of 1‐(Trimorpholinophosphazido)‐2,4,6‐trinitrobenzene.

Abstract: ChemInform Abstract Ethylation of the phosphazido compound (I) with the oxonium salt (II) regioselectively produces the ethyl derivative (III) with retention of the E-configuration in the PN3 fragment. (X-ray analysis of (III): monoclinic, space group P21/c, Z=4).

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Cited by 3 publications
(3 citation statements)
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“…Metal‐free open‐chain phosphazides in s ‐ trans conformation such as Ph 3 CNNNP(NMe 2 ) 3 (d(N γ ‐N β )=1.261(2), d(N β ‐N α )=1.376(2), d(N α ‐P)=1.620(2) Å),36 OH(CH 2 ) 3 NNNP(NMe 2 ) 3 (d(N γ ‐N β )=1.256(2), d(N β ‐N α )=1.375(2), d(N α ‐P)=1.615(1) Å),37 or ArNNNPPh 3 (Ar=2‐carboxyphenyl, d(N γ ‐N β )=1.279, d(N β ‐N α )=1.328, d(N α ‐P)=1.651 Å) show similar N α P bond lengths and reveal a shorter nitrogen–nitrogen distance between N γ and N β . A different situation is observed for ArNNNP(N(CH 2 ) 4 O) 3 (Ar=2,4,6‐trinitrophenyl; d(N γ ‐N β )=1.315, d(N β ‐N α )=1.298, d(N α ‐P)=1.637 Å)38 in which the strongly electron‐withdrawing aryl group stabilizes a negative partial charge at N γ 39…”
Section: Resultsmentioning
confidence: 94%
“…Metal‐free open‐chain phosphazides in s ‐ trans conformation such as Ph 3 CNNNP(NMe 2 ) 3 (d(N γ ‐N β )=1.261(2), d(N β ‐N α )=1.376(2), d(N α ‐P)=1.620(2) Å),36 OH(CH 2 ) 3 NNNP(NMe 2 ) 3 (d(N γ ‐N β )=1.256(2), d(N β ‐N α )=1.375(2), d(N α ‐P)=1.615(1) Å),37 or ArNNNPPh 3 (Ar=2‐carboxyphenyl, d(N γ ‐N β )=1.279, d(N β ‐N α )=1.328, d(N α ‐P)=1.651 Å) show similar N α P bond lengths and reveal a shorter nitrogen–nitrogen distance between N γ and N β . A different situation is observed for ArNNNP(N(CH 2 ) 4 O) 3 (Ar=2,4,6‐trinitrophenyl; d(N γ ‐N β )=1.315, d(N β ‐N α )=1.298, d(N α ‐P)=1.637 Å)38 in which the strongly electron‐withdrawing aryl group stabilizes a negative partial charge at N γ 39…”
Section: Resultsmentioning
confidence: 94%
“…Compounds 3 and 4 did not decompose in benzene solution upon warming to 70 °C for several hours. The unique structure of 4 may be derived from triazene, R‐N=N‐NH 2 , or an unknown phosphanyltriazene, R 2 P‐N=N‐NH 2 , which is stabilized by coordination to the Al atom. Upon cooling to 210 K resonance signals of a second species were seen in the 1 H and 31 P NMR spectra with low, but steadily increasing intensity.…”
Section: Figurementioning
confidence: 99%
“…But in most cases such phosphazides lose nitrogen at room temperature or even at lower temperature to give the corresponding iminophosphoranes in practically quantitative yields. Stable and isolable phosphazides [7] were formed in the case of sterically hindered and the electron releasing substituents on phosphorus and electron decreasing groups on the -N of the azides [8,9]. Iminophosphosharanes play an important role in heterocyclic synthesis [10][11][12].…”
Section: Introductionmentioning
confidence: 99%