The crystal structure of compounds with (N–P)
 n
 rings. VIII. Dichlorotetrakisisopropylaminocyclotriphosphazatriene hydrochloride, N3P3Cl2(NHPr
 i
 )4.HCl

Mani, N. V.; Wagner, A. J.

doi:10.1107/s0567740871001699

Cited by 25 publications

(5 citation statements)

References 2 publications

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“…The position of protonation of cyclophosphazene derivatives was originally deduced to be the ring N atoms from potentiometric studies, and this hypothesis was later proven by crystallography (Mani & Wagner, 1971;Shaw, 1976). These same N atoms are involved in the observed hydrogen-bonding patterns.…”

Section: Tablementioning

confidence: 94%

Structural investigations of phosphorus–nitrogen compounds. 7. Relationships between physical properties, electron densities, reaction mechanisms and hydrogen-bonding motifs of N₃P₃Cl_{(6 − n)}(NHBu^t)_n derivatives

Bartlett

Coles

Davies

et al. 2006

Acta Crystallogr B Struct Sci

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A series of compounds of the N 3 P 3 Cl (6 À n) (NHBu t ) n family (where n = 0, 1, 2, 4 and 6) are presented, and their molecular parameters are related to trends in physical properties, which provides insight into a potential reaction mechanism for nucleophilic substitution. The crystal structures of N 3 P 3 Cl 5 (NHBu t ) and N 3 P 3 Cl 2 (NHBu t ) 4 have been determined at 120 K, and those of N 3 P 3 Cl 6 and N 3 P 3 Cl 4 (NHBu t ) 2 have been redetermined at 120 K. These are compared with the known structure of N 3 P 3 (NHBu t ) 6 studied at 150 K. Trends in molecular parameters [phosphazene ring, P-Cl and P-N(HBu t ) distances, PCl 2 angles, and endo-and exocyclic phosphazene ring parameters] across the series are observed. Hydrogen-bonding motifs are identified, characterized and compared. Both the molecular and the hydrogen-bonding parameters are related to the electron distribution in bonds and the derived basicities of the cyclophosphazene series of compounds. These findings provide evidence for a proposed mechanism for nucleophilic substitution at a phosphorus site bearing a PCl(NHBu t ) group.

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Section: Tablementioning

confidence: 94%

Structural investigations of phosphorus–nitrogen compounds. 7. Relationships between physical properties, electron densities, reaction mechanisms and hydrogen-bonding motifs of N₃P₃Cl_{(6 − n)}(NHBu^t)_n derivatives

Bartlett

Coles

Davies

et al. 2006

Acta Crystallogr B Struct Sci

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“…In cis-N3P3(NMe2)2CI4, trans-N3P3(NMe2)3Cl3 (Ahmed & Fortier, 1980), geminal N3P3(NMe2)3C13 (Ahmed & Pollard, 1972a), cis-N3P3(NMe2)3C13 (Ahmed & Pollard, 1972b), and trans-N3P3(NMe2)2Cl 4 (Ahmed & Gabe, 1975), they are 1.617 (4), 1.615 (4), 1.628 (4), 1.610 (4) and 1.623 (2)A respectively. However, in geminal N3P3(NH2)2F4 (Pohl & Krebs, 1976) (effect of F substituents) and geminal N3P3(NHPri)4CI>HCI (Mani & Wagner, 1971) (effect of protonation) the mean exocyclic P-N bond lengths are only 1.602 (4) and 1.609 (3)A respectively. The exocyclic bond N(22)-P(2) in (2) at 1-626 (3) ,% is rather on the short side, in view of the adjacent N PPh3.…”

Section: Introductionmentioning

confidence: 97%

Structural investigations of phosphorus–nitrogen compounds. 2. The structures of N₃P₃(NH₂)₂Cl₄, N₃P₃(NPPh₃)(NH₂)Cl₄ and N₃P₃(NPPh₃)Cl₅ and a comparison with other phosphazenylphosphazenes. The relationship of conformation in the solid state to conformation in solution

Fincham¹,

Hursthouse²,

Parkes³

et al. 1986

Acta Crystallogr Sect B

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The crystal structures of 2,2-diamino-4,4,6,6-tetrachlorocyclotriphosphazatriene, N3P3(NH2)2C14 (1), and of 2-amino-2-triphenylphosphazenyl-4,4,6,6-tetrachlorocyclotriphosphazatriene, N3P3(NPPh3)-(NH2)C14 (2), have been determined and that of 2-triphenylphosphazenyl-2,4,4,6,6-pentachlorocyclotriphosphaz~:riene, N3P3(NPPh3)C15 (3), has been redeterminc,l by X-ray analysis. [Crystal data: For compound (1) the presence of geminal NH2 groups is established. Compound (2) is the first triphenylphosphazenyl derivative with a type III conformation, and compound (3) has a type I conformation. Structures are compared with those of related compounds. The relationship between conformation in the solid state as determined by dihedreal angles of the phosphazenyl substituent relative to the ring and the preferred conformations in solution as measured by 4j(pp) spin-spin coupling constants is discussed.

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“…The ring-nitrogen protonation of cyclophosphazene bases with HCl, HBr, HF, HClO 4 , and CH 3 COOH were supported by infrared and NMR data [17,18]. The protonation of the ring was determined by the crystal structure of (Figure 3) [19,20].…”

Section: Phosphazene-based Ionic Liquids In Which Quaternization Occumentioning

confidence: 98%

Phosphazene-Based Ionic Liquids

Karadağ¹,

Akbaş²

2018

Recent Advances in Ionic Liquids

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This chapter presents the definition, synthesis, and possible application of cyclo and polyphosphazene-based ionic liquids (PzILs). PZILs constitute an alternative class of phosphorus nitrogen compounds and their derivatives have been widely used in biologically-active materials, electrolytes, lubricants, catalysts or nanomaterials. Considerable information is available on substitution reactions taking place at the phosphorus atoms of poly and cyclophosphazenes, thus, a wide variety of phosphazene derivatives have been obtained. However, quaternization of ring nitrogen atoms has received less attention. In addition, phosphazenes containing aliphatic and aromatic substituents with terminal tertiary amino groups are synthesized and subsequently quaternized with methyl iodide. The successive metathesis with salts such as LiN(SO 2 CF 3) 2 or NaBF 4 gives the respective PzILs. In the compounds identified as protonic ionic liquids (PILs) or protic molten salts (PMOSs), the positively charged position is determined by X-ray diffraction study. PzILs are also soluble in water and in many polar organic solvents.

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The crystal structure of compounds with (N–P)_n rings. VIII. Dichlorotetrakisisopropylaminocyclotriphosphazatriene hydrochloride, N₃P₃Cl₂(NHPrⁱ)₄.HCl

Cited by 25 publications

References 2 publications

Structural investigations of phosphorus–nitrogen compounds. 7. Relationships between physical properties, electron densities, reaction mechanisms and hydrogen-bonding motifs of N₃P₃Cl_{(6 − n)}(NHBu^t)_n derivatives

Structural investigations of phosphorus–nitrogen compounds. 7. Relationships between physical properties, electron densities, reaction mechanisms and hydrogen-bonding motifs of N₃P₃Cl_{(6 − n)}(NHBu^t)_n derivatives

Structural investigations of phosphorus–nitrogen compounds. 2. The structures of N₃P₃(NH₂)₂Cl₄, N₃P₃(NPPh₃)(NH₂)Cl₄ and N₃P₃(NPPh₃)Cl₅ and a comparison with other phosphazenylphosphazenes. The relationship of conformation in the solid state to conformation in solution

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The crystal structure of compounds with (N–P) n rings. VIII. Dichlorotetrakisisopropylaminocyclotriphosphazatriene hydrochloride, N3P3Cl2(NHPr i )4.HCl

Cited by 25 publications

References 2 publications

Structural investigations of phosphorus–nitrogen compounds. 7. Relationships between physical properties, electron densities, reaction mechanisms and hydrogen-bonding motifs of N3P3Cl(6 − n)(NHBu t ) n derivatives

Structural investigations of phosphorus–nitrogen compounds. 7. Relationships between physical properties, electron densities, reaction mechanisms and hydrogen-bonding motifs of N3P3Cl(6 − n)(NHBu t ) n derivatives

Structural investigations of phosphorus–nitrogen compounds. 2. The structures of N3P3(NH2)2Cl4, N3P3(NPPh3)(NH2)Cl4 and N3P3(NPPh3)Cl5 and a comparison with other phosphazenylphosphazenes. The relationship of conformation in the solid state to conformation in solution

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The crystal structure of compounds with (N–P)_n rings. VIII. Dichlorotetrakisisopropylaminocyclotriphosphazatriene hydrochloride, N₃P₃Cl₂(NHPrⁱ)₄.HCl

Structural investigations of phosphorus–nitrogen compounds. 7. Relationships between physical properties, electron densities, reaction mechanisms and hydrogen-bonding motifs of N₃P₃Cl_{(6 − n)}(NHBu^t)_n derivatives

Structural investigations of phosphorus–nitrogen compounds. 7. Relationships between physical properties, electron densities, reaction mechanisms and hydrogen-bonding motifs of N₃P₃Cl_{(6 − n)}(NHBu^t)_n derivatives

Structural investigations of phosphorus–nitrogen compounds. 2. The structures of N₃P₃(NH₂)₂Cl₄, N₃P₃(NPPh₃)(NH₂)Cl₄ and N₃P₃(NPPh₃)Cl₅ and a comparison with other phosphazenylphosphazenes. The relationship of conformation in the solid state to conformation in solution