4.3 Review

Multiple Helicenes Featuring Synthetic Approaches and Molecular Structures

Journal

CHEMISTRY LETTERS
Volume 50, Issue 11, Pages 1913-1932

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/cl.210409

Keywords

Multiple helicene; Synthetic strategies; Deformed benzene ring

Funding

  1. JSPS [18H01983, 18K05090, 21K05071]
  2. Grants-in-Aid for Scientific Research [21K05071, 18H01983, 18K05090] Funding Source: KAKEN

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Helicenes are non-planar polycyclic aromatic hydrocarbons with unique optical and electronic properties. The chemistry of multiple helicenes with plural helicities in a single molecule has rapidly grown as a research area, focusing on their highly distorted structures, multidimensional intermolecular interactions, and enhanced chiroptical properties.
Helicenes are attractive non-planar polycyclic aromatic hydrocarbons with unique optical and electronic properties. In recent years, the chemistry of multiple helicenes with plural helicities in a single molecule has also grown rapidly as a research area due to intriguing properties such as highly distorted structures, multidimensional intermolecular interactions, and enhanced chiroptical properties. In this review, we summarize the synthesis and the molecular structures of multiple helicenes. Taking into consideration that the applied pi-conjugated framework largely affects their synthesis, molecular structures, and physical properties, we categorize them according to the central pi-conjugated core from smaller to larger aromatic rings and not the criterion of the original classification of multiple helicenes (multiplicity and the number of fused rings). Furthermore, we cover structural parameters and aromaticity of multiple helicenes, especially for the individual benzene rings, based on the definition of twisting angle and NICS values, respectively.

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