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Molbank
Volume 2024
Issue 4
10.3390/M1906
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Communication

Synthesis of an Insulated Oligo(phenylene ethynylene) Dimer Through Cyclodextrin-Based [c2]Daisy Chain Rotaxane

by
Susumu Tsuda
1,*,
Naoto Yasumura
2,
Shin-ichi Fujiwara
1 and
Yutaka Nishiyama
2,*
1
Department of Chemistry, Osaka Dental University, Hirakata 573-1121, Japan
2
Faculty of Chemistry, Materials and Bioengineering, Kansai University, Suita 564-8680, Japan
*
Authors to whom correspondence should be addressed.
Molbank 2024, 2024(4), M1906; https://doi.org/10.3390/M1906
Submission received: 27 September 2024 / Revised: 23 October 2024 / Accepted: 23 October 2024 / Published: 28 October 2024
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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Abstract

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 [c2]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.
Keywords: cyclodextrins; daisy chains; rotaxanes; phenylene ethynylenes; oligomer cyclodextrins; daisy chains; rotaxanes; phenylene ethynylenes; oligomer

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MDPI and ACS Style

Tsuda, S.; Yasumura, N.; Fujiwara, S.-i.; Nishiyama, Y. Synthesis of an Insulated Oligo(phenylene ethynylene) Dimer Through Cyclodextrin-Based [c2]Daisy Chain Rotaxane. Molbank 2024, 2024, M1906. https://doi.org/10.3390/M1906

AMA Style

Tsuda S, Yasumura N, Fujiwara S-i, Nishiyama Y. Synthesis of an Insulated Oligo(phenylene ethynylene) Dimer Through Cyclodextrin-Based [c2]Daisy Chain Rotaxane. Molbank. 2024; 2024(4):M1906. https://doi.org/10.3390/M1906

Chicago/Turabian Style

Tsuda, Susumu, Naoto Yasumura, Shin-ichi Fujiwara, and Yutaka Nishiyama. 2024. "Synthesis of an Insulated Oligo(phenylene ethynylene) Dimer Through Cyclodextrin-Based [c2]Daisy Chain Rotaxane" Molbank 2024, no. 4: M1906. https://doi.org/10.3390/M1906

APA Style

Tsuda, S., Yasumura, N., Fujiwara, S.-i., & Nishiyama, Y. (2024). Synthesis of an Insulated Oligo(phenylene ethynylene) Dimer Through Cyclodextrin-Based [c2]Daisy Chain Rotaxane. Molbank, 2024(4), M1906. https://doi.org/10.3390/M1906

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