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. 2024 Dec 10;30(69):e202403004.
doi: 10.1002/chem.202403004. Epub 2024 Nov 5.

N-doped and Bowl-Shaped Azabenzo[3,4]azulenofluorene: Synthesis and Characterization of Bridged Aza-Triarylamines

Jan Radolko  1 , Ha Minh Tuan  1 , Ricardo Molenda  1 , Alexander Villinger  1 , Peter Ehlers  1 , Peter Langer  1
Affiliations

N-doped and Bowl-Shaped Azabenzo[3,4]azulenofluorene: Synthesis and Characterization of Bridged Aza-Triarylamines

Jan Radolko et al. Chemistry. .

Abstract

Triarylamines are frequently employed as electron donor functional groups in a variety of organic electronic materials. We herein report the synthesis and in-depth characterisation of aza-analogues of fully bridged triarylamines, consisting of 5-, 6- and 7-membered rings. The impact of nitrogen doping and π-extension on the structural, electronic and optical-properties of these contorted heteroaromatic PAHs is thoroughly investigated and paves the way for an improved understanding of the structure-property relationships.

Keywords: Bowl-shaped compounds; Bridged triarylamine; CH-activation; Dibenzoazepine; N-doping; N-heterocycles.

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