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Chiral Peropyrene by Selective Dimerization of Phenalenyl
Li Sun1, Jianwei Liang2, Zheng Zhou2
1School of Chemistry and Chemical Engineering, Southeast University, Nanjing, Jiangsu 211189, China.
None:
Two aryl substituted phenalenyl derivatives were synthesized, providing an opportunity to study the steric effects on selectivity of phenalenyl dimerization. Owing to σ-dimerization serving as the decisive step in phenalenyl-peropyrene transformation, a chiral peropyrene compound was generated by dimerization of triarylphenalenyl, while tetraarylphenalenyl did not afford any dimerized product. The structure and properties of chiral peropyrene were elaborated. Our study showcases that phenalenyl dimerization could function as a useful tool to synthesize fascinating π-conjugated hydrocarbons.
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