Work

Concise Four‐Component Synthesis of Solid‐State Fluorescent α‐Sulfenylated Enaminones

Year: 2024

Type: article

Abstract: Acid chlorides, alkynes, amines, and N ‐thiosuccinimides react in a consecutive four‐component alkynylation‐addition‐sulfenylation sequence to give α‐sulfenylated enaminones in good to excellent yields. The terminal sulfenylation step is catalyzed by Yb(OTf) 3 and both N ‐arylthiosuccinimides and N ‐alkylthio succinimides can be successfully employed. Most products are solid‐state luminescent with fluorescence quantum yields up to 84 % and lifetimes up to 4.9 ns. Additionally, TD‐DFT calculations rationalize the electronic structure of the absorption characteristics of the dyes.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.202401308

Authors: Gereon Hendrik Schmitz, Wiebke Kramer, Leonard Karl, Christian Ganter, Thomas J. J. Müller

Institution: Heinrich Heine University Düsseldorf

Language: English

Topic: Luminescence and Fluorescent Materials

Subfield: Materials Chemistry

Field: Materials Science

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,330

Funders: Fonds der Chemischen Industrie, Deutsche Forschungsgemeinschaft