Synthesis 2023; 55(24): 4224-4230
DOI: 10.1055/s-0042-1751493
paper

Phenanthro[9,10‑d]imidazoles: An Unexpected Synthetic Route

Bastian L. Springer
a   Organic Chemistry, Bergische Universität Wuppertal, Gaußstraße 20, 42119 Wuppertal, Germany
,
Kristina Holzschneider
a   Organic Chemistry, Bergische Universität Wuppertal, Gaußstraße 20, 42119 Wuppertal, Germany
,
Fabian Mohr
b   Inorganic Chemistry, Bergische Universität Wuppertal, Gaußstraße 20, 42119 Wuppertal, Germany
,
a   Organic Chemistry, Bergische Universität Wuppertal, Gaußstraße 20, 42119 Wuppertal, Germany
› Author Affiliations


Abstract

A new synthetic route for the synthesis of phenanthro[9,10‑d]imidazoles is described. Through aminolysis of easily accessible 10,10-diazidophenanthren-9(10H)-one with nucleophilic amines, a self-condensation is triggered that results in the formation of the target phenanthro[9,10‑d]imidazoles. The molecular structures were studied by X-ray single crystallography, and the optical properties of the material are described.

Supporting Information



Publication History

Received: 18 July 2023

Accepted after revision: 11 August 2023

Article published online:
05 October 2023

© 2023. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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