A Bottom-up Synthesis of Antiaromatic Expanded Phthalocyanines: Pentabenzotriazasmaragdyrins, i.e. Norcorroles of Superphthalocyanines

被引:51
作者
Furuyama, Taniyuki [1 ]
Sato, Takehito [1 ]
Kobayashi, Nagao [1 ]
机构
[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
关键词
PI-ELECTRON SYSTEMS; MAGNETIC CIRCULAR-DICHROISM; PERIMETER MODEL; PHOTOPHYSICAL PROPERTIES; PORPHYRIN; HEXAPHYRINS; 4N-ELECTRON; DERIVATIVES; MOLECULES; MCD;
D O I
10.1021/jacs.5b09853
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first example of an antiaromatic expanded phthalocyanine, classified as a norcorrole of a superphthalocyanine has been prepared and fully characterized. The newly developed phthalonitrile dimerization reaction was a crucial step, which allowed for the bottomup synthesis of expanded phthalocyanines. Their structure was confirmed by single crystal X-ray diffraction analysis. The 20 pi antiaromaticity of the macro cycles was suggested by optical and theoretical calculations.
引用
收藏
页码:13788 / 13791
页数:4
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