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

Alhama Arjona-Esteban; Anja Rausch; Myroslav O. Vysotsky; Frank Würthner

doi:10.1055/s-0040-1707896

Synthesis, Table of Contents

Synthesis 2021; 53(02): 318-325
DOI: 10.1055/s-0040-1707896

special topic

Functional Organic Molecules

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

Alhama Arjona-Esteban

^aInstitut für Organische Chemie, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany

,

Anja Rausch

^aInstitut für Organische Chemie, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany

,

Myroslav O. Vysotsky

^bCenter for Nanosystems Chemistry, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany Email: wuerthner@uni-wuerzburg.de

,

Frank Würthner ∗

^aInstitut für Organische Chemie, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany

^bCenter for Nanosystems Chemistry, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany Email: wuerthner@uni-wuerzburg.de

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Abstract

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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.

Keywords

Knoevenagel condensation - merocyanine dyes - UV-vis absorption spectroscopy - polymethine chain elongation

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References

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