Synthesis of Nonsymmetric NBN-Embedded [6]- and [7]Helicenes with Amplified 
Activities

Jiao, Yang; Sun, Zuobang; Wang, Zhiheng; Fu, Yubin; Zhang, Fan

doi:10.1021/acs.orglett.3c03800

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Synthesis of Nonsymmetric NBN-Embedded [6]- and [7]Helicenes with Amplified Activities

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Fu, Yubin
Department of Synthetic Materials and Functional Devices (SMFD), Max Planck Institute of Microstructure Physics, Max Planck Society;

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https://doi.org/10.1021/acs.orglett.3c03800
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Citation

Jiao, Y., Sun, Z., Wang, Z., Fu, Y., & Zhang, F. (2023). Synthesis of Nonsymmetric NBN-Embedded [6]- and [7]Helicenes with Amplified Activities. Organic Letters, 25(48), 8766-8770. doi:10.1021/acs.orglett.3c03800.

Cite as: https://hdl.handle.net/21.11116/0000-000E-29C9-2

Abstract

Two C₁-symmetric heterohelicenes were constructed by nonsymmetrically extending the ortho-fused structures of a C_2v-symmetric NBN-embedded phenalene derivative and featured intense luminescence, large Stokes shifts, and successive reversible redox behaviors. Increasing one fused phenyl unit in such a helical structure led to a 10-fold-enhanced dissymmetry factor. Their strong double hydrogen-bond-donating capability makes them distinctly red-shifted in absorption, emission, and CD and CPL spectra upon the addition of fluoride anion.