An optimized divergent synthesis of sulfonimide-based dendrimers achieving the fifth generation

Sulfonimide-Based Dendrimers: Progress in Synthesis, Characterization, and Potential Applications

“…As nanoparticles, their size does not exceed 15 nm, and they show unique size-dependent physical and chemical properties. For example, the dimensions of recently synthesized SBDs up to the G5 do not exceed 5 nm, as shown in Table 1 [20]. The properties of sulfonimide groups are not well understood, and they are described in the literature relative to a tautomer of a sulfonamide group [21,22].…”

“…As nanoparticles, their size does not exceed 15 nm, and they show unique size-dependent physical and chemical properties. For example, the dimensions of recently synthesized SBDs up to the G5 do not exceed 5 nm, as shown in Table 1 [ 20 ].…”

“…Changing the number of such groups makes it possible to control the hydrophobicity of the dendrimers. Thus, the outer shell of SBDs can be functionalized with naphthalene terminal groups (from four to 32 groups for the G5 dendrimer, which has been synthesized for the first time) [ 20 ]. As naphthyl groups, along with long alkyl chains, make the molecule hydrophobic, it is possible to create a water-repellent film [ 18 ].…”

“…For the polymerization reaction, the monomers were dissolved in DMF, and the solution was heated under nitrogen in the presence of azoisobutyronitrile (AIBN). The highest G5 SBD decorated with 32 naphthyl terminal groups was prepared using divergent techniques [ 20 ] with two steps, similar to that mentioned in Scheme 3 . 3-Methoxypropylamine was used as the starting material and persulfonylated with p-nosyl sulfonyl chloride.…”

“…The two-stage approach has significantly increased the production of higher-generation SBDs. Thus, the G3 was obtained on a scale of 7 g in one synthetic cycle, while the species of the G4 were obtained on a scale of 5 g, and the G5 SBDs shown in Table 1 was obtained on a 2 g scale [ 20 ].…”