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Synthesis of penta- and hexa(3,4-thienylene): Size-dependent structural properties of cyclic oligothiophenes

20 July 2023, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Penta- and hexa(3,4-thienylene)s were synthesized via sequential coupling reactions, and the structures were detemined by X-ray crystallography. NMR spectroscopic analysis revealed that the interconversion of thiophene rings is fast in penta(3,4-thienylene), and slow in hexa(3,4-thienylene) reflecting the activation energy for enantiomerization. Size-dependent bathochromic shift was observed in UV-vis absorption spectra.

Supplementary materials

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Supporting Information
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Experimental section, details of measurements and calculations, and NMR spectra
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Version History

Jul 20, 2023 Version 1

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2023-wc8sl
D O I: 10.26434/chemrxiv-2023-wc8sl [opens in a new tab]

Funding

JST FOREST
JPMJFR211R
JSPS KAKENHI
JP22K19038 and JP22H02068
UBE Foundation
Mitsubishi Foundation
Asahi Glass Foundation

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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