Synthesis and Redox Properties of Pyrrole- and Azulene-Fused Azacoronene

被引：53

作者：

Sasaki, Yoshiki ^{[1
]}

Takase, Masayoshi ^{[1
]}

Okujima, Tetsuo ^{[1
]}

Mori, Shigeki ^{[2
]}

Uno, Hidemitsu ^{[1
]}

机构：

[1] Ehime Univ, Grad Sch Sci & Engn, Matsuyama, Ehime 7908577, Japan

[2] Ehime Univ, Adv Res Support Ctr, Matsuyama, Ehime 7908577, Japan

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 06期

关键词：

FAMILY; AZULIPORPHYRINS; OXIDATION; ACID;

D O I：

10.1021/acs.orglett.9b00515

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of an azacoronene, in which both pyrrole and azulene moieties are circularly fused, was achieved just in three steps. This new azacoronene exhibited multistep reversible oxidations under electrochemical and chemical conditions. Formation of an aromatic 22 pi-electron conjugation and a tropylium cation (6 pi-electron conjugation) in the dicationic state was revealed by the single-crystal X-ray crystallographic analysis as well as the nucleus-independent chemical shift (NICS) and anisotropy of the induced current density (ACID) calculations.

引用

页码：1900 / 1903

页数：4

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