Synthesis of Carbazole-Based Selenaporphyrin via Annulation

被引：32
|
作者：
Masuda, Motoki [1 ]
Maeda, Chihiro [1 ]
Yoshioka, Naoki [1 ]
机构：
[1] Keio Univ, Dept Appl Chem, Fac Sci & Technol, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 03期
关键词：
STRUCTURAL-CHARACTERIZATION; PORPHYRIN; OLIGOTHIOPHENES; CYCLIZATION; ENEDIYNES; STATE;
D O I：
10.1021/ol303392g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Cu(I)-mediated alkoxylation of doubly 1,3-butadiyne-bridged carbazole dimer 1, followed by acid-catalyzed cyclization, provided furan-bridged carbazole dimer 3, while annulation reaction of 1 with selenium in the presence of hydrazine monohydrate provided selenophene-bridged carbazole dimer 5a. Oxidation of isophlorin 5a afforded carbazole-based selenaporphyrin 5b, which possessed distinct aromaticity and produced intensified and red-shifted absorption bands in the near-IR region.
引用
收藏
页码：578 / 581
页数：4
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