Jean-Paul Faucher

An answer to the spiro versus ansa dilemma in cyclophosphazenes: Part XI. The first macro-SPIRO and macro-ANSA species from dioxodiamines☆

Abstract Aminolysis of N3P3Cl6 by dioxodiamines in suitable conditions leads to two kinds of cyclophosphazenic macro-ANSA and macro-SPIRO species which will be used for further applications as macrocyclic ligands.

Crystal and molecular structure of the two MACRO-ANSA and MACRO-SPIRO isomeric cyclotriphosphazenes N3P3Cl4 [HN(CH2)3O(CH2)4O(CH2)3NH]

Abstract Reaction of N 3 P 3 Cl 6 with 4,9-dioxadodecane-1,12-diamine (coded as 3O4O3) proceeds cleanly to yield two isomeric cyclotriphosphazenic species, namely MACRO-ANSA (3O4O3) and MACRO-SPIRO (3O4O3), depending on experimental conditions. These two chemicals crystallize in monoclinic and orthorhombic systems, respectively. MACRO-ANSA (3O4O3): P 2 1 / n , a =15.405(7), b =8.728(2), c =15.685(5)A, β=98.10(3)°, V =2088 A 3 , Z =4, D X =1.52(3) Mg m −3 , R =0.077 for 1743 unique observed reflections and 247 variable parameters. MACRO-SPIRO (3O4O3): P 2 1 2 1 , a =12.638(4), b =17.364(9), c =19.334(14) A, V =4242A 3 , Z =8, D X =1.50(5) Mg m −3 , R =0.046 for 1395 unique observed reflections and 441 variable parameters. The structures of these two isomers exhibit a spatial arrangement N 3 P 3 Cl 4 with [HN(CH 2 ) 3 O(CH 2 ) 4 O(CH 2 ) 3 NH] as a 17-membered arch onto two P atoms of the N 3 P 3 ring for the MACRO-ANSA derivative and as a 15-membered loop on one P atom of the N 3 P 3 ring for the MACRO-SPIRO compound.

An anwser to the sprio versus ansa dilemma in cylophosphazenes Part XV. The first MACRO-diBINO and MEGA-diBINO non-geminal species from oxodiamines

Abstract Aminolysis of N 3 P 3 Cl 6 by oxodiamines in ethyl ether-Na 2 CO 3 saturated water (interface process) [(1:1) stoichiometric conditions] or in 2-propanol [(1:2) stoichiometric conditions] leads stereoselectively and/or stereospecifically to MACRO-diBINO and MEGA-diBINO species which constitute a new class of macrocylic crown ethers.

Anticancer and Immuno-Modulating Properties of Cyclophosphazenes

Abstract Clinical uses of aziridinocyclophosphazenes (“nude” drugs) as anticancer immuno-modulating drugs are severely limited by hematological toxicity. Benefits from vectorization through covalent linkage to biogenic polyamines as tumor finders are evidenced and further improvements through monoclonal antibodies are envisaged.

ON THE SCENT OF SPHERICAL DENDRIMERS : CYCLOPHOSPHAZENIC DANDELION DENDRIMERS UP TO THE EIGHTH GENERATION

Abstract Preparation of spherical dendrimers up to the eighth generation from D3h cyclophosphazenic hexadangling cores (coded as sexapus) involves two repetitive steps: aminolysis of hexachlorocyclotriphosphazene, N3P3Cl6 0, by long-chain aliphatic diamines (such as 1,6-Diaminohexane and higher cousins) leading to sexapus cores with dangling diamino groups followed by a grafting of N3P3Cl5 flagstones as 5-fold growing multipliers on these amino endings. Dendrimers of the first (compounds 1a, b) to the eighth (compounds 8a, b) are described. Dendrimer of the eighth generation, 8b, possesses 2,343,750 terminal (P-Cl) functions (molecular weight 228,977,179).

Unsymmetrical monocyclophosphazenic paddlewheel-shaped host species

Abstract A two-step cyclocondensation of different polyoxodiamines in sequence with hexachlorocyclotriphosphazene, N 3 P 3 Cl 6 , yields merged paddlewheel-shaped host cyclophosphazenes which are actually unsymmetrical di-SPIRO macrocyclic species.

On the synthesis and chemical behaviour of itanoxone and related compounds as cholesterol-regulating drugs: A quantum mechanical investigation

Abstract Judicious use of quantum mechanical calculation leads to conclusions about how to avoid side reactions in the synthesis of Itanoxone (I).