The B.A.S.I.C. (Bino-Ansa-Spiro-in-Cyclophosphazenes) System. Part I: New Derivatives of the Bis-(Tetrachloro-Cyclotriphosphazenyl)-Spermine

Abstract

The synthesis of new derivatives of bis-( tetrachlorocyclotriphosphazeny1)-spermine was achieved upon reaction of some MONOSPIRO-N3P3CI,[HN-(CH2),-NH] ( n = 2,3,4) derivatives and of the gem-N3P3Az2C1, with spermine. AU compounds were obtained in the monomeric state. 'lP and 13C high-resolution NMR were used, together with IR spectroscopy and mass spectrometry, to assign molecular structures and to reveal conformational equilibria, if any.

Syntheses, structural characterization and biological activities of spiro-ansa-spiro-cyclotriphosphazenes

“…In the literature, only spiro phosphazenes have been obtained from the reaction of N 3 P 3 Cl 6 with propane-1,3-diamine and butane-1,4-diamine. 40 Our research team recently prepared the first examples of bino (5 and 6) and ansa (7 and 8) structures with propane-1,3-diamine and butane-1,4-diamine precursors. Therefore, sas (9b, 9c and 10a-c) have become extended new compounds.…”

Phosphorus-nitrogen compounds: Part 15. Synthesis, anisochronism and the relationship between crystallographic and spectral data of monotopic spiro-crypta phosphazenes

“…[10][11][12] Hence, researchers have focused on the replacement reactions of halogen atoms of halophosphazenes by different nucleophiles, e.g. primary and secondary amines, [13][14][15] diamines, [16][17][18] diphenols, [19][20][21][22] diaza-crown ethers (coronands) [23][24][25][26] and aminophenols. 27 In addition, chlorophosphazene derivatives have attracted increased attention and a new class of chiral phosphazene bases have been synthesized and characterized.…”

Phosphorus‐Nitrogen Compounds: Novel Spirocyclic Phosphazene Derivatives. Structure of 3,3″‐Propane‐1,3‐diylbis[4′,4′,6′,6′‐tetrachloro‐3,4‐dihydrospiro[1,3,2‐benzoxazaphosphorine‐2,2′λ5‐[4λ5,6λ5][1,3,5,2,4,6]triazatriphosphorine]]

“…The interesting PNP-pivot lariat ethers have also been synthesized, and some of them are complexation agents for alkali, alkaline-earth, and transition-metal cations [36 ± 42]. The reactions of N 3 P 3 Cl 6 with spermidine and spermine led to the formation of spiro, spiro-bino, and spiro-ansa derivatives [12] [15] [18] [19]. Several structures of these types of architectures have been confirmed by X-ray crystallography [12] [19] [37] [41] [43].…”

“…This compound is the first example of the ansa structure to have an ethane-1,2-diamine precursor. As far as we know, only spiro phosphazene derivatives have been obtained from the reaction of N 3 P 3 Cl 6 with ethane-1,2-diamine [18]. In compound 4, the PÀN bonds of the seven-membered ansa ring have −cis×-configuration according to the crystallographic data [51].…”