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Synthesis of Free-Base 10-Azacorroles. | LitMetric

Synthesis of Free-Base 10-Azacorroles.

Org Lett

Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Aichi 464-8603, Japan.

Published: June 2016

AI Article Synopsis

  • - A new method has been created to synthesize free-base 10-azacorroles using Ni(0)-mediated homocoupling of nitrogen-bridged bisdipyrrin Zn(II) complexes, resulting in a good yield of compounds.
  • - The free-base 10-azacorroles can be converted into Pd(II) and Cu(II) complexes through a process called metalation.
  • - The properties of these metal complexes, including optical and electrochemical characteristics, can be adjusted by changing the substituents and metals used, with cyclic voltammetry and theoretical studies revealing the central metal's strong influence on their electronic properties.

Article Abstract

A novel synthetic protocol has been developed for free-base 10-azacorroles. Ni(0)-mediated homocoupling of nitrogen-bridged bisdipyrrin Zn(II) complexes afforded a series of free-base 5,15-diaryl-10-azacorroles in good yields. Pd(II) and Cu(II) complexes have been prepared through metalation of free-base 10-azacorroles. Optical and electrochemical properties of 10-azacorrole metal complexes can be tuned by meso-aryl substituents and central metals. Cyclic voltammetry and theoretical calculations elucidated that the central metals of 10-azacorroles significantly affected their electronic properties.

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Source
http://dx.doi.org/10.1021/acs.orglett.6b01323DOI Listing

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