Synthesis of aryl [5]helicenes through Suzuki-Miyaura reaction and their optical properties

A series of arylated [5]helicenes have been effectively obtained through palladium catalyzed Suzuki-Miyaura reaction, starting from 7,8-dibromo [5]helicene under mild conditions. Optical properties of [5]helicene derivatives were studied by UV-vis and fluorescence spectra, and both maximum absorption wavelength and emission wavelength showed red-shift compared with [5]helicene. This Pd-catalyzed coupling provides an effective protocol for synthesis of mono-/bisalkyl [5]helicenes.(c) 2022 Elsevier Ltd. All rights reserved.

Automated summary

A series of arylated [5]helicenes were effectively obtained through palladium catalyzed Suzuki-Miyaura reaction under mild conditions. The optical properties of [5]helicene derivatives were studied and showed red-shift compared to [5]helicene. This Pd-catalyzed coupling provides an effective protocol for the synthesis of mono-/bisalkyl [5]helicenes.