Synthesis and properties of 2-(2-pyridyl)-1-azaazulene

被引：12
|
作者：
Oda, Mitsunori
Ogura, Kazutaka
Thanh, Nguyen Chung
Kishi, Sayaka
Kuroda, Shigeyasu
Fujimori, Kunihide
Noda, Tomonori
Abe, Noritaka
机构：
[1] Shinshu Univ, Dept Chem, Fac Sci, Matsumoto, Nagano 3908621, Japan
[2] Toyama Univ, Dept Appl Chem, Fac Engn, Toyama 9308555, Japan
[3] Yamaguchi Univ, Grad Sch Sci & Engn, Yamaguchi 7538512, Japan
[4] Yamaguchi Univ, Grad Sch Med, Yamaguchi 7538512, Japan
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 26期
关键词：
basicity; UV-vis absorption spectrum; emission spectrum; cross-coupling reaction; metal complexation;
D O I：
10.1016/j.tetlet.2007.05.008
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The title azaazulene 3 was synthesized either by reaction of tropone with N-{(2-pyridyl)acetyl}pyridinium iodide in the presence of ammonium acetate or by palladium-catalyzed cross-coupling between 2-halo-1-azaazulene and 2-substituted pyridine. The compound shows relatively stronger basicity compared with 2,2'-bipyridyl. While 3 showed no emission from the S-1 state but from the S-2 state like azulene does, the protonated species of 3 exhibited emission from the S-1 state. Cationic metal-dependent absorption and emission relating to complexation were also studied. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4471 / 4475
页数：5
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