Quarternization of 3-azido-1-propyne oligomers obtained by copper(I)-catalyzed azide-alkyne cycloaddition
Shun Nakano1, Akihito Hashidzume1, Takahiro Sato1
1Department of Macromolecular Science, Graduate School of Science, Osaka University, 1-1 Machikaneyama-cho, Toyonaka, Osaka 560-0043, Japan.
Abstract:
3-Azido-1-propyne oligomer (oligoAP) samples, prepared by copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) polymerization, were quarternized quantitatively with methyl iodide in sulfolane at 60 °C to obtain soluble oligomers. The conformation of the quarternized oligoAP in dilute DMSO-d 6 solution was examined by pulse-field-gradient spin-echo NMR based on the touched bead model.
Related Concept Videos
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Free-Radical Chain Reaction and Polymerization of Alkenes
Radical Chain-Growth Polymerization: Overview
Ziegler–Natta Chain-Growth Polymerization: Overview


