Synthesis and aggregation of amine‐cored polyamidoamine dendrons synthesised without invoking a protection/deprotection strategy

Abstract

The synthesis of a series of amine‐cored N,N‐dimethyl‐terminated polyamidoamine dendrons with the potential to be modified at their focal point is reported. The use of an aniline core enables the target molecules to be synthesised without resorting to the use of a time‐consuming and expensive protection/deprotection strategy. After synthesising these molecules significant frothing in aqueous solution at millimolar concentrations was noticed, a property associated with aggregation. The critical micelle concentrations were therefore measured and found to occur at relatively low dilutions (in the range 10−4–10−5 mol L−1). Copyright © 2006 Society of Chemical Industry

Supramolecular Self‐Associations of Amphiphilic Dendrons and Their Properties

“…Despite the small size of the group at the core, the CMC occurred in the range 10 −4 –10 −5 M. The aniline group was found suitable for the grafting of biotin, as a test reaction (compound 7 b , Figure 18 ). [63] …”

“…suitable for the grafting of biotin, as a test reaction (compound 7 b, Figure 18). [63] Another small function at the core was an alkyne, which was linked to PAMAM dendrons up to generation 4 (Figure 18 shows the second generation of compound 7 c) in a first attempt, [64] and to generation 5 recently. [65] These dendrons were first studied in monoolein/water mixtures.…”

Auto-fluorescent PAMAM-based dendritic molecules and their potential application in pharmaceutical sciences

“…The fluorescent PAMAM-based dendritic carboxylic salt molecules G0.5 (7), G1.5 (8) and G2.5 (9) (Figure 1) synthesis, following a well-established method, [39,40] was instigated from the precursor 3-(2-aminoethylamino)-7H-benz[de]benzimidazo[2,1-a]isoquinoline-7-one with exclusive Michael addition of methyl acrylate occurring at the aliphatic primary amine, sequential amidations with ethylenediamine and Michael additions with methyl acrylate followed by alkaline hydrolysis of oligoesters, by stirring with ethanolic NaOH at room temperature using a previous reported procedure. [41] Synthetic procedures and characterization in more details are presented in supplementary information (SI).…”