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Higher-generation type III-B rotaxane dendrimers with controlling particle size in three-dimensional molecular switching.

ABSTRACT: Type III-B rotaxane dendrimers (T3B-RDs) are hyperbranched macromolecules with mechanical bonds on every branching unit. Here we demonstrate the design, synthesis, and characterization of first to third (G1-G3), and up to the fourth (G4) generation (MW?>?22,000?Da) of pure organic T3B-RDs and dendrons through the copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction. By utilizing multiple molecular shuttling of the mechanical bonds within the sphere-like macromolecule, a collective three-dimensional contract-extend molecular motion is demonstrated by diffusion ordered spectroscopy (DOSY) and atomic force microscopy (AFM). The discrete T3B-RDs are further observed and characterized by AFM, dynamic light scattering (DLS), and mass spectrometry (MS). The binding of chlorambucil and pH-triggered switching of the T3B-RDs are also characterized by 1H-NMR spectroscopy.

SUBMITTER: Kwan CS

PROVIDER: S-EPMC5799186 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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Higher-generation type III-B rotaxane dendrimers with controlling particle size in three-dimensional molecular switching.

Kwan Chak-Shing CS Zhao Rundong R Van Hove Michel A MA Cai Zongwei Z Leung Ken Cham-Fai KC

Nature communications 20180205 1

Type III-B rotaxane dendrimers (T3B-RDs) are hyperbranched macromolecules with mechanical bonds on every branching unit. Here we demonstrate the design, synthesis, and characterization of first to third (G1-G3), and up to the fourth (G4) generation (MW > 22,000 Da) of pure organic T3B-RDs and dendrons through the copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction. By utilizing multiple molecular shuttling of the mechanical bonds within the sphere-like macromolecule, a collective three- ...[more]

PMID: 29402942

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