Chiral Interlocked Corrole Dimers Directly Linked at Inner Carbon Atoms of Confused Pyrrole Rings

A facile synthetic strategy towards conformationally stable chiral chromophores based on dimeric porphyrinoids has been established. A peculiar class of face‐to‐face intramolecularly interlocked corrole dimers were formed by the oxidative C−C coupling linked at the inner carbon sites upon simple tre...

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Bibliographic Details
Published in:Chemistry, an Asian journal an Asian journal, 2021-04, Vol.16 (7), p.743-747
Main Authors: Kumar Maurya, Yogesh, Wei, Pingchun, Shimada, Takahide, Yamasumi, Kazuhisa, Mori, Shigeki, Furukawa, Ko, Kusaba, Hajime, Ishihara, Tatsumi, Xie, Yongshu, Ishida, Masatoshi, Furuta, Hiroyuki
Format: Article
Language:English
Subjects:
Carbon
Chemistry
Chiral materials
Chirality
Chromophores
Copper
Copper compounds
Corrole Dimer
Dimers
N-Confusion
Optical properties
Redox Noninnocence
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Summary:A facile synthetic strategy towards conformationally stable chiral chromophores based on dimeric porphyrinoids has been established. A peculiar class of face‐to‐face intramolecularly interlocked corrole dimers were formed by the oxidative C−C coupling linked at the inner carbon sites upon simple treatment of copper(II) ions. Their intrinsic electronic structures were modulated by the peripheral corrole ring annulations, which lead to distinct optical properties and redox profiles. The stereogenic carbon centers implemented in the confused corrole skeleton provided a rationale for designing novel chiral materials. Asymmetric center in a corrole ring: A series of face‐to‐face orientated bis‐copper corrole dimers were synthesized from the corrole isomers, i. e., N‐confused corroles, upon copper complexation. Peculiar chirality is seen upon the formation of a dimer bearing a stereogenic center. A facile strategy towards conformationally stable chiral chromophores is established.
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.202100083