Synthesis and Properties of Dendrimers Possessing the Same Fluorophore(s) Located Either Peripherally or Off-Center

Two series of phosphorus dendrimers functionalized by maleimide derivatives are synthesized, as well
as three new monomeric maleimide derivatives, of which two are characterized by X-ray diffraction.
The first series of phosphorus dendrimers possesses maleimide derivatives as end groups (6−48, from
generation 0 to generation 3). The second series of dendrimers possesses a single copy of the same
maleimide derivative linked “off-center” to a cyclotriphosphazene core, leading to dissymmetrical
dendrimers; this series is synthesized from generation 0 to generation 2. The fluorescence properties of
both series of dendrimers and of monomers are studied, affording new information. First, the presence
of labile hydrogen extinguishes the fluorescence. Second, the grafting of the fluorophore(s) directly to
the core affords highly fluorescent compounds. Finally, an original influence of the branches possessing
phosphorhydrazone linkages toward the fluorescence properties is shown.