Synthesis and properties of novel extended BODIPYs with rigid skeletons

被引：5
|
作者：
Kawamata, Yuki [1 ]
Ito, Satoshi [1 ]
Furuya, Masaru [1 ]
Takahashi, Kai [1 ]
Namai, Katsuya [1 ]
Hashimoto, Saori [1 ]
Roppongi, Makoto [2 ]
Oba, Toru [1 ]
机构：
[1] Utsunomiya Univ, Dept Appl Chem, Fac Engn, 7-1-2 Yoto, Utsunomiya, Tochigi 3218585, Japan
[2] Utsunomiya Univ, Adv Instrumental Anal Dept, Ctr Ind, Univ Innovat Support, 7-1-2 Yoto, Utsunomiya, Tochigi 3218585, Japan
来源：
TETRAHEDRON LETTERS | 2019年 / 60卷 / 10期
关键词：
BODIPY; Fluorescent dyes; Knoevenagel condensation; Suzuki coupling; retro-Diels-Alder reaction; DYES; FLUOROPHORES; CHEMISTRY; PYRROLES; BORON;
D O I：
10.1016/j.tetlet.2019.01.046
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Novel extended BODIPYs fused with bicyclo rings were synthesized from bicyclopyrroles by combining Knoevenagel condensation, Suzuki coupling, and O-chelation. The absorption maxima of the BODIPYs ranged from the visible to near-infrared region and the compounds showed good solubility in organic solvents. The solubility of the bicycloBODIPY with 2-naphthyl groups at the alpha-position of the pyrrole units was particularly high. Heating converted distyryIBODIPY with bicyclo[2.2.2]octene to benzoBODIPY with absorption (748.5 nm) and fluorescence (775.0 nm) in the near-infrared region. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码：707 / 712
页数：6
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