Details

Autor(en) / Beteiligte

• Tombrink, Alexander
• Nagorny, Sven
• Batsyts, Sviatoslav
• Namyslo, Jan C.
• Lederle, Felix
• Hübner, Eike G.
• Adams, Jörg
• Schmidt, Andreas

Titel

Highly Sensitive Switchable Sensors for Hydroxide on Glass Surfaces Based on Isoquinolinium‐Quinolinium‐substituted Acetylenes

Ist Teil von

• Chemistry : a European journal, 2024-04, Vol.30 (22), p.e202304034-n/a

Ort / Verlag

Germany: Wiley Subscription Services, Inc

Erscheinungsjahr

2024

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Bi‐substituted acetylenes with a quinolinium and an isoquinolinium substituent are described, which reversibly form intensely colored adducts with O‐nucleophiles and thus enable the detection of >0,5 ppm hydroxide on the surfaces of various glasses. Acids reconstitute the colorless bi‐substituted acetylenes. The quinolinium and isoquinolinium rings are bound via their 2‐, 3‐, 4‐ and 1‐, 3‐, 4‐positions to the triple bond, respectively. The choice of substitution sites of the hetarenium rings enables the design of mixed conjugated/cross‐conjugated π‐electron systems. Depending on the combination of binding sites, the frontier orbital profile, the triple bond polarization, the fluorescence behaviour, and the sensitivity to hydroxide differs. The title compounds are sensitive sensors for less than 0.5 ppm hydroxide, the release of which can even be detected from high‐quality wine glasses by intensive coloration. Adduct formation with O‐nucleophiles is responsible for this. Acid reconstitutes the initial state.