Efficiency and Fidelity in a Click‐Chemistry Route to Triazole Dendrimers by the Copper(I)‐Catalyzed Ligation of Azides and Alkynes

Abstract

Components that click: A large number of diverse dendrimers (see scheme) was prepared in almost quantitative yield by the click‐chemistry transformation described in the title. In some cases filtration or solvent extraction was the only method required for purification in this highly efficient construction of the triazole units of the dendrimers.

New methodologies in the construction of dendritic materials

“…27 Sharpless and Hawker jointly recognized that the Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC), which results in an aromatic triazole heterocyclic, Scheme 3, is a superior synthetic reaction for preparing complex polymeric structures. 28 Since then, Click chemistry has developed as an important reaction for polymer scientists to prepare functionalized macromolecular architectures. Several dendritic polymers have been constructed in recent years as a proof that synthetically challenging macromolecules can be obtained by utilizing the CuAAC reaction.…”

Dendrimers based on [1,3,5]‐triazines

“…A more recent report describes the use of click chemistry to prepare a similar dendritic structure, also from a triazine core. 33 In 2001, the synthesis of the first tailored triazinebased dendrimer, 33, was described. A convergent approach permitted access to pure melamine dendrons (Chart 3) or dendrimers in which one or two of the peripheral sites (out of a possible 16) were different from the remaining peripheral groups.…”

Synthesis of an ABCD 4-Miktoarm Star Quaterpolymer Through a Diels–Alder Click Reaction

“…The click chemistry using Cu(I)-catalyzed Huisgen and Diels-Alder reactions for the preparation of polymers with different composition and topology, ranging from linear (telechelic [29,30], macromonomer [31,32] and block co-polymer [33][34][35][36][37][38][39][40]), to non-linear macromolecular structures (graft [41][42][43][44][45][46][47][48][49][50], star [51][52][53][54], miktoarm star [55][56][57][58][59], H-type [60,61], dendrimer [62][63][64][65][66][67], dendronized linear polymer [68], macrocyclic polymer [69] and network system [70][71][72]) has been receiving increasing interest nowadays due to its described advantages previously.…”