Synthesis 2021; 53(02): 318-325
DOI: 10.1055/s-0040-1707896
special topic
Functional Organic Molecules
© Georg Thieme Verlag Stuttgart · New York

Merocyanine Dyes with Extended Polymethine Chains by Simple Two-Step Condensation Sequence

Alhama Arjona-Esteban
a   Institut für Organische Chemie, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany
,
Anja Rausch
a   Institut für Organische Chemie, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany
,
Myroslav O. Vysotsky
b   Center for Nanosystems Chemistry, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany   Email: wuerthner@uni-wuerzburg.de
,
a   Institut für Organische Chemie, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany
b   Center for Nanosystems Chemistry, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany   Email: wuerthner@uni-wuerzburg.de
› Author Affiliations
Financial support for this project was provided by the Bundesministerium für Bildung und Forschung (BMBF) within the collaborative research program LOTsE (FKZ: 03K3503C).
Further Information

Publication History

Received: 07 May 2020

Accepted after revision: 26 May 2020

Publication Date:
20 July 2020 (online)


Published as part of the Special Topic Functional Organic Molecules

Abstract

We describe a synthetic method for the synthesis of merocyanine dyes containing a bridge with three conjugated double bonds. This method consists of two successive condensation reactions. The first one is made between CH-acidic indane-1,3-dione acceptor units and an appropriate ketone (here acetone or hexan-2-one). The extended acceptor thus obtained is condensed with an aldehyde in the next step. The dyes show high tinctorial strength due to intense absorption bands at wavelengths between 500 and 750 nm.

Supporting Information