期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 8, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202113203
关键词
Chiroptical Properties; Helicenes; Near Infrared; Polycyclic Aromatics; Scholl Reactions
资金
- Research Matching Grant from the University Grants Committee, Hong Kong
In this study, the synthesis, structural analysis, and optical properties of a novel quadruple helicene were reported. The quadruple helicene consists of two [6]helicene and two [7]helicene moieties fused in a contorted framework of 92 sp(2) carbon atoms. The chemically oxidized dication exhibits electronic circular dichroism in the near-infrared and visible-light regions.
Herein, we report the synthesis, structural analysis, optical and chiroptical properties of a novel quadruple helicene, which has two [6] and two [7]helicene moieties fused in a contorted framework of 92 sp(2) carbon atoms. It was synthesized by the Scholl reaction of a perylene-containing substrate with the formation of eight carbon-carbon bonds on the perylene unit in a single synthetic operation. Chemical oxidation of the quadruple helicene with tris(4-bromophenyl)ammoniumyl hexachloroantimonate resulted in an air-stable dication, which exhibits the same helicity in its four helicene moieties as unambiguously identified by single-crystal X-ray crystallography. The quadruple helicene exhibits unusual near-infrared absorption and emission with absorption and emission maxima at 848 nm and 977 nm, respectively, and its isolated enantiomers exhibit electronic circular dichroism in the near-infrared and visible-light regions.
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