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CC BY-NC-ND 4.0 · Organic Materials 2022; 4(03): 86-101
DOI: 10.1055/a-1910-9165
Supramolecular Chemistry
Original Article

Copper-Templated Formation of Dihelical Oligothiophene–Phenanthroline Assemblies

Sylvia Schmid 
a   Institute of Organic Chemistry II, University of Ulm, Albert-Einstein-Allee 11, D-89081 Ulm, Germany
,
Markus Wunderlin
a   Institute of Organic Chemistry II, University of Ulm, Albert-Einstein-Allee 11, D-89081 Ulm, Germany
,
Elena Mena-Osteritz 
a   Institute of Organic Chemistry II, University of Ulm, Albert-Einstein-Allee 11, D-89081 Ulm, Germany
,
Peter Bäuerle 
a   Institute of Organic Chemistry II, University of Ulm, Albert-Einstein-Allee 11, D-89081 Ulm, Germany
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Abstract

We report the synthesis and comprehensive characterization of a series of (oligo)thiophene-bridged (bis)phenanthroline ligands. The complexation behavior of the ditopic ligands with Cu(I) was explored by high-resolution ESI mass spectrometry, UV-vis spectroscopy, and electrochemistry. Whereas ligands, in which the phenanthrolines are bridged by smaller (oligo)thiophene units, provided mainly mononuclear complexes, quaterthiophene-based ditopic ligands show a strong tendency to undergo metal-templated self-assembly into double-stranded, dinuclear helicates.

Key words

oligothiophenes - phenanthrolines - helicates - copper(I) complexation - optoelectronic properties

Supporting Information



Publication History

Received: 20 June 2022

Accepted after revision: 21 July 2022

Accepted Manuscript online:
27 July 2022

Article published online:
15 September 2022

© 2022. The authors. This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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