Calix[n]phenothiazines: Optoelectronic and Structural Properties and Host–Guest Chemistry

Maximilian Schmidt; Mathias Hermann; Fabian Otteny; Birgit Esser

doi:10.1055/s-0040-1714295

Organic Materials, Inhaltsverzeichnis

CC BY-NC-ND 4.0 · Organic Materials 2020; 02(03): 235-239
DOI: 10.1055/s-0040-1714295

Focus Issue: Curved Organic π-Systems

Short Communication

Calix[n]phenothiazines: Optoelectronic and Structural Properties and Host–Guest Chemistry

Maximilian Schmidt

^aInstitute for Organic Chemistry, University of Freiburg, Albertstr. 21, 79104 Freiburg, Germany

,

Mathias Hermann

^aInstitute for Organic Chemistry, University of Freiburg, Albertstr. 21, 79104 Freiburg, Germany

,

Fabian Otteny

^aInstitute for Organic Chemistry, University of Freiburg, Albertstr. 21, 79104 Freiburg, Germany

,

Birgit Esser

^aInstitute for Organic Chemistry, University of Freiburg, Albertstr. 21, 79104 Freiburg, Germany

^bFreiburg Materials Research Center, University of Freiburg, Stefan-Meier-Str. 21, 79104 Freiburg, Germany

^cCluster of Excellence livMatS @ FIT – Freiburg Center for Interactive Materials and Bioinspired Technologies, University of Freiburg, Georges-Köhler-Allee 105, 79110 Freiburg, Germany

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Abstract

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Abstract

Calixarenes are of interest as receptors for ions and small molecules and as organic materials. Exchanging the arene units through heteroaromatics allows changing their optoelectronic and host–guest properties. We herein present calix[n]phenothiazines (n = 3, 4) as novel macrocycles, accessible in two-step syntheses. The phenothiazine units show reversible redox events and emissive properties, and N-hexyl-substituted calix[3]phenothiazine binds to both ammonium ions and a bisimidazole as neutral guests.

Key words

Calixarenes - macrocycles - phenothiazine - host–guest chemistry - conformational flexibility

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