AB5 Derivatives of Cyclotriphosphazene for the Synthesis of Dendrons and Their Applications

Abstract

AB5 compounds issued from the reactivity of hexachlorocyclotriphosphazene are relatively easy to obtain using two ways: either first the reaction of one chloride with one reagent, followed by the reaction of the five remaining Cl with another reagent, or first the reaction of five chlorides with one reagent, followed by the reaction of the single remaining Cl with another reagent. This particular property led to the use of such compounds as core for the synthesis of dendrons (dendritic wedges), using the five functions for growing the dendritic branches. The single function can be used for the synthesis of diverse types of dendrimers (onion peel, dumbbell-shape, Janus), for covalent or non-covalent grafting to solid surfaces, providing nanomaterials, for grafting a fluorophore, especially for studying biological mechanisms, or for self-associations to get micelles. All these properties are reviewed in this paper.

Phosphorus–nitrogen compounds: part 68. Synthesis, characterization, stereogenism, photophysical and bioactivity studies of novel unsymmetrical dispiro(N/N)cyclotriphosphazenes with carbazolyl and 4-chlorobenzyl pendant arms

“…1–6 Having thermal stability, biocompatibility and versatile reactivity, HCCP can be decorated by replacing Cl atoms with different inorganic and organic groups. 7–11 The chemical, biological and chiral properties of HCCP derivatives can be revealed by making appropriate substituent selections. 12–17 For this purpose, different alkyl/aryl organic substituents containing –OH/–NH/–SH groups are generally used.…”

Curing inflammatory diseases using phosphorous dendrimers

“…In a first attempt, fluorescein isocyanate was grafted stochastically on ca one terminal function per dendrimer (Poupot et al, 2006). However, it is more desirable to have dendritic compounds with precisely defined structures, thus it appeared more judicious to graft the fluorophore to the core, at the very beginning of the synthesis, taking advantage of the relatively easy synthesis of AB 5 derivatives of the cyclotriphosphazene (N 3 P 3 ) (Zibarov et al, 2021). As shown in Figure 4, three different fluorophores were linked to the core.…”

Supramolecular Self‐Associations of Amphiphilic Dendrons and Their Properties

“…A large number of phosphorhydrazone dendrons based on AB 5 derivatives of hexachlorocyclotriphosphazene has been synthesized and was recently reviewed. [129] However, very few of them can be considered as amphiphiles, and their self‐association properties have been studied only in one case. [130] A series of generations 1 and 2 dendrons bearing 10 or 20 cyclic ammonium groups on the surface, respectively, and a single hydrophobic group at the core was synthesized.…”