An Isosteric Triaza Analogue of a Polycyclic Aromatic Hydrocarbon Monkey Saddle

Abstract: Since a few years, the interest in negatively‐curved fused polycyclic aromatic hydrocarbons (PAHs) has significantly increased. Recently, the first chiral negatively‐curved PAH with the topology of a monkey saddle was introduced. Herein the synthesis of its triaza congener is reported. The influence of this CH↔N exchange on photophysical and electrochemical properties is studied as well as the isomerization process of the enantiomers. The aza analogue has a significantly higher inversion barrier, which makes it easier to handle at room temperature. All experimental results are underpinned by theoretical DFT calculations.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
An Isosteric Triaza Analogue of a Polycyclic Aromatic Hydrocarbon Monkey Saddle ; volume:26 ; number:64 ; year:2020 ; pages:14560-14564 ; extent:5
Chemistry - a European journal ; 26, Heft 64 (2020), 14560-14564 (gesamt 5)

DOI
10.1002/chem.202002826
URN
urn:nbn:de:101:1-2022060616321820625884
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:25 AM CEST

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