Triptycene End-Capped Quinoxalinophenanthrophenazines with Aromatic Substituents – Synthesis, Characterization, and Single-Crystal Structure Analysis

Abstract In a previous study, we found that one-fold triptycene end-capped quinoxalinophenanthrophenazines (QPPs) arrange in crystals preferably in a coplanar fashion providing high overlap of the π-planes. Thus, resulting in high calculated charge transfer integrals. Most interestingly, this motif...

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Bibliographic Details
Main Authors: Lucas Ueberricke, Sonja Wieland, Frank Rominger, Michael Mastalerz
Format: Article
Language:English
Published: Georg Thieme Verlag 2019-11-01
Series:Organic Materials
Subjects:
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/s-0039-1700847
Description
Summary:Abstract In a previous study, we found that one-fold triptycene end-capped quinoxalinophenanthrophenazines (QPPs) arrange in crystals preferably in a coplanar fashion providing high overlap of the π-planes. Thus, resulting in high calculated charge transfer integrals. Most interestingly, this motif was observed for a variety of QPPs derivatives, independently of the nature of their peripheral substituents, e.g. bromide, methoxy, cyano, or triisopropylsilylethynyl groups, and of the crystallization conditions. Here, we describe the synthesis of another small series of three QPPs containing different aromatic substituents at the same position to get an insight, whether these aromatic substituents disturb the otherwise preferred π stacking of the QPP planes.
ISSN:2625-1825