Reactive Alkyne and Azide Solid Supports To Increase Purity of Novel Polymeric Stars and Dendrimers via the “Click” Reaction

Abstract

Facile synthesis and use of reactive azide or alkyne functionalized cross-linked solid supports to remove excess polymer with the respective azide or alkyne functionality on the chain end were demonstrated. This strategy was used to increase the yield and purity of novel 3-arm PSTY stars and second-generation PSTY dendrimer with solketals on the peripheral chain ends of the structures. It was found that there was little or no loss of product using this method, and their purity could be substantially increased. It was also found that copper should be removed from the polymer mixture prior to any reactions with the support. These deprotected hydroxyl groups allow for the preparation of many kinds of compounds, including alkyl halides, esters, carboxylic acids, alkenes, ketones, aldehydes, and ethers. It can be concluded that many types of biological and organic compounds can be coupled to the periphery of the polymeric star or dendrimer.