Synthesis 2017; 49(04): 899-909
DOI: 10.1055/s-0036-1588685
paper
© Georg Thieme Verlag Stuttgart · New York

Donor–Acceptor Molecular Triangles

Peter Ribar
,
Tomáš Šolomek
,
Loïc Le Pleux
,
Daniel Häussinger
,
Alessandro Prescimone
,
Markus Neuburger
,
Michal Juríček*
Further Information

Publication History

Received: 01 November 2016

Accepted after revision: 13 December 2016

Publication Date:
11 January 2017 (online)


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Dedicated to Professor Paul Knochel on the occasion of his presidency at the 51st Bürgenstock Conference

Abstract

The synthesis and optoelectronic properties of five donor–acceptor molecules, featuring an electron-acceptor unit made of six fused benzenoid rings that resembles an equilateral triangle, are described. These molecular ‘triangles’ were synthesized in eight steps from simple building blocks such that the electron-donor substituents could be installed in the last step by means of the Suzuki cross-coupling reaction. All molecules absorb and emit visible light in the region of around 450–650 and 550–850 nm, respectively, exhibit solvatochromism, and possess up to four redox states.

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