Synthesis of an Insulated Oligo(phenylene ethynylene) Dimer Through Cyclodextrin-Based [<i>c</i>2]Daisy Chain Rotaxane

Oligo(phenylene ethynylene)s (OPEs) are π-conjugated systems with promising optical, bioactive, and electrical properties, making them valuable candidates for molecular electronics and biosensors. Controlling the arrangement and orientation of π-conjugated systems is crucial in developing molecular...

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Bibliographic Details
Main Authors: Susumu Tsuda, Naoto Yasumura, Shin-ichi Fujiwara, Yutaka Nishiyama
Format: Article
Language:English
Published: MDPI AG 2024-10-01
Series:Molbank
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Online Access:https://www.mdpi.com/1422-8599/2024/4/M1906
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Summary:Oligo(phenylene ethynylene)s (OPEs) are π-conjugated systems with promising optical, bioactive, and electrical properties, making them valuable candidates for molecular electronics and biosensors. Controlling the arrangement and orientation of π-conjugated systems is crucial in developing molecular devices. Recently, we developed insulated diarylacetylene dimers using a [<i>c</i>2]daisy chain rotaxane strategy, which brings two cores into close proximity without covalent bonding and shields them with permethylated α-cyclodextrins. Here, we synthesized an insulated OPE dimer using a similar rotaxane strategy to investigate its optical properties. The rotaxane structure and optical properties were evaluated using nuclear magnetic resonance (NMR) spectroscopy, electrospray ionization high-resolution mass spectrometry (ESI-HRMS), and absorption and fluorescence spectroscopy. This study is expected to contribute to the development of optical and electronic materials utilizing OPEs.
ISSN:1422-8599