Synthesis of dendronic triazolo-pyridazinones and their self-assembly into nanofibers and nanorods

Abstract

A series of first-, second-, and third-generation dendronic triazolo-pyridazinones were synthesized in good yields via the CuI-catalyzed azide–alkyne cycloaddition reactions of 4,6-diphenyl-2-(prop-2-yn-1-yl)pyridazin-3(2H)-one, possessing a terminal alkyne functional group with aromatic mono- and diazides with long alkyl and chiral glycol side-chain substituents. The chemical structures of the new compounds were characterized using different spectroscopic methods. The morphology of the dendrons was examined using the scanning electron microscope (SEM) analysis, which revealed the formation of highly ordered nanofiber and nanorod aggregations, directed by π-stacking interactions and van der Waals forces.