Fully Bridged Triphenylamines Comprising Five- and Seven-Membered Rings

Michalsky I, Gensch V, Walla C, Hoffmann M, Rominger F, Oeser T, Tegeder P, Dreuw A, Kivala M (2022)

Publication Type: Journal article

Publication year: 2022

Journal

Chemistry - A European Journal Wiley

DOI: 10.1002/chem.202200326

Abstract

A family of fully bridged triphenylamines with embedded 5- and 7-membered rings is presented. The compounds are potent electron donors capable to undergo donor/acceptor interactions with strong cyano-based acceptors both in the solid state and solution. These interactions were evaluated by IR and UV/vis spectroscopy as well as X-ray crystallography. The vinylene-bridged compound was oxidized to the corresponding 1,2-diketone which readily underwent acid-catalyzed condensation with selected 1,2-phenylenediamines. The resulting π-extended quinoxaline derivatives represent valuable building blocks for the development of functional chromophores upon appropriate functionalization.

Authors with CRIS profile

Viktoria Gensch Lehrstuhl für Organische Chemie I

Involved external institutions

Ruprecht-Karls-Universität Heidelberg DE Germany (DE)

How to cite

APA:

Michalsky, I., Gensch, V., Walla, C., Hoffmann, M., Rominger, F., Oeser, T.,... Kivala, M. (2022). Fully Bridged Triphenylamines Comprising Five- and Seven-Membered Rings. Chemistry - A European Journal. https://doi.org/10.1002/chem.202200326

MLA:

Michalsky, Ina, et al. "Fully Bridged Triphenylamines Comprising Five- and Seven-Membered Rings." Chemistry - A European Journal (2022).

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