2007Journal of the American Chemical SocietyRequires access

External Stimulus-Responsive Supramolecular Structures Formed by a Stilbene Cyclodextrin Dimer

Paul Kuad, Atsuhisa Miyawaki, Yoshinori Takashima, Hiroyasu Yamaguchi, Akira Harada

Open publisher page 153 citations

Abstract

Cyclodextrin (CD) based supramolecular complexes have been prepared using a stilbene bis(β-CD) dimer and a ditopic adamantyl guest. The conformation of the stilbene bis(β-CD) dimer in aqueous solutions could be photochemically controlled. The ROESY spectra of the β-CD dimer with the adamantyl dimer showed NOE between the protons of adamantyl moieties and the inner protons of the CD. When the host cyclodextrin dimer was in trans conformation, supramolecular dimers or small assemblies are formed in solutions, whereas in its cis conformation supramolecular linear polymers with high molecular weight were observed. Thus the structure of the supramolecular polymers could be controlled by an external stimulus.

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What this paper is about

Cyclodextrin (CD) based supramolecular complexes have been prepared using a stilbene bis(β-CD) dimer and a ditopic adamantyl guest. The conformation of the stilbene bis(β-CD) dimer in aqueous solutions could be photochemically controlled. The ROESY spectra of the β-CD dimer with the adamantyl dimer showed NOE between the protons of adamantyl moieties and the inner protons of the CD. When the host cyclodextrin dimer was in trans conformation, supramolecular dimers or small assemblies are formed in solutions, whereas in its cis conformation supramolecular linear polymers with high molecular weight were observed. Thus the structure of the supramolecular polymers could be controlled by an external stimulus.

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Available abstract

Cyclodextrin (CD) based supramolecular complexes have been prepared using a stilbene bis(β-CD) dimer and a ditopic adamantyl guest. The conformation of the stilbene bis(β-CD) dimer in aqueous solutions could be photochemically controlled. The ROESY spectra of the β-CD dimer with the adamantyl dimer showed NOE between the protons of adamantyl moieties and the inner protons of the CD. When the host cyclodextrin dimer was in trans conformation, supramolecular dimers or small assemblies are formed in solutions, whereas in its cis conformation supramolecular linear polymers with high molecular weight were observed. Thus the structure of the supramolecular polymers could be controlled by an external stimulus.

Key concepts: Dimer, Chemistry, Supramolecular chemistry, Cyclodextrin, Supramolecular polymers, Aqueous solution, Stereochemistry, Crystallography

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