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

Tetrahedron letters Volume 48 Issue 26 Page 4471-4475
published_at 2007-06
2008010085.pdf
[fulltext] 188 KB
Title
Synthesis and properties of 2-(2-pyridyl)-1-azaazulene
Creators Oda Mitsunori
Creators Ogura Kazutaka
Creators Chung Thanh Nguyen
Creators Kishi Sayaka
Creators Kuroda Shigeyasu
Creators Fujimori Kunihide
Creators Noda Tomonori
Creators Abe Noritaka
Creator Keywords
basicity UV-Vis absorption spectrum emission spectrum cross-coupling reaction metal complexation
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 diprotonated species of 3, generated in 50% H_2SO_4 exhibited emission from the S_1 state. Cationic metal-dependent absorption and emission were also studied.
Languages eng
Resource Type journal article
Publishers Elsevier
Date Issued 2007-06
File Version Author’s Original
Access Rights open access
Relations
[ISSN]0040-4039
[NCID]AA00861801
https://doi.org/10.1016/j.tetlet.2007.05.008
[isVersionOf] [URI]http://www.sciencedirect.com/science/journal/00404039
Schools 大学院医学系研究科(理学)