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芳氧基取代酞菁的化学选择性合成

Chemoselective Synthesis of Aryloxy-Substituted Phthalocyanines.

作者信息

Furuyama Taniyuki, Maeda Kazuya, Maeda Hajime, Segi Masahito

机构信息

Graduate School of Natural Science and Technology , Kanazawa University , Kakuma-machi, Kanazawa 920-1192 , Japan.

Japan Science and Technology Agency (JST)-PRESTO , 4-1-8 Honcho , Kawaguchi, Saitama 332-0012 , Japan.

出版信息

J Org Chem. 2019 Nov 1;84(21):14306-14312. doi: 10.1021/acs.joc.9b02126. Epub 2019 Oct 23.

DOI:10.1021/acs.joc.9b02126
PMID:31599149
Abstract

The synthesis of the first examples of 8-fold α-aryloxy-substituted phthalocyanines is described. 3,6-Diiodophthalonitrile was used as a precursor for a series of 3,6-aryloxy-substituted phthalonitriles, and a lead-mediated macrocyclization was employed to afford the corresponding free-base phthalocyanine complexes. The optical, electrochemical, and aggregation properties of these complexes can be tuned by varying the substituents on the aryloxy groups or by changing the pH value.

摘要

本文描述了首例八重α-芳氧基取代酞菁的合成。3,6-二碘邻苯二甲腈用作一系列3,6-芳氧基取代邻苯二甲腈的前体,并采用铅介导的大环化反应得到相应的游离碱酞菁配合物。这些配合物的光学、电化学和聚集性质可通过改变芳氧基上的取代基或改变pH值来调节。

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