A Trithia-Bridged N-Heterotriangulene: The Hitherto Missing Electron Donor

IF 16.1 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Jan Borstelmann, Viktoria Gensch, Dominik Fehn, Matthias E. Miehlich, Frank Hampel, Frank Rominger, Karsten Meyer, Milan Kivala
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引用次数: 0

Abstract

The very first representative of trithia-bridged N-heterotriangulene, a triphenylamine with sulfur atoms bridging the ortho-positions, was synthesized by a sequence of regioselective sulfenylation with phthalimidesulfenyl chloride followed by Lewis acid-catalyzed electrophilic cyclization. X-ray crystallography revealed a saddle-shaped geometry of the polycyclic scaffold. UV/Vis absorption spectroscopy and cyclic voltammetry were used to characterize the optoelectronic properties. The title compound is a particularly strong electron donor forming a perfectly stable radical cation, which was analyzed by electron paramagnetic resonance spectroscopy and X-ray crystallography. The electron donor properties were further highlighted by the formation of crystalline donor-acceptor complexes with strong cyano-based acceptors.
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来源期刊
CiteScore
26.60
自引率
6.60%
发文量
3549
审稿时长
1.5 months
期刊介绍: Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.
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