Synthesis, Molecular Structure, and Properties of 2‐(2‐Hydroxyphenyl)‐1‐azaazulene
作者: Mitsunori OdaAyumi SugiyamaRie TakeuchiYurie FujiwaraRyuta MiyatakeTakako AbeShigeyasu Kuroda
作者单位: 1Department of Chemistry, Faculty of Science, Shinshu University, Asahi 3‐1‐1, Matsumoto, Nagano 390‐8621, Japan, Fax: +81‐263‐37‐3343
2 Department of Applied Chemistry, Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama 930‐8555, Japan
刊名: European Journal of Organic Chemistry, 2012, Vol.2012 (11), pp.2231-2236
来源数据库: Wiley Journal
DOI: 10.1002/ejoc.201101831
关键词: Nitrogen heterocyclesCross‐couplingBasicityAcidity
原始语种摘要: Abstract(#br)We herein report the synthesis of 2‐(2‐methoxyphenyl)‐1‐azaazulene ( 8 ) by a Suzuki–Miyaura cross‐coupling reaction between 2‐chloro‐1‐azaazulene and 2‐methoxyphenylboronic acid and also by the condensation of tropone and the ylide derived from 1‐( o ‐methoxyphenacyl)pyridinium iodide. Demethylation of 8 afforded the title compound 6 . X‐ray crystallographic analysis of 6 provided evidence for an intramolecular hydrogen bond between the phenolic hydrogen atom and the nitrogen atom of the azaazulenyl ring and also revealed its coplanar ring system. We also report the acidity, basicity, and absorption and emission behavior of 6 .
全文获取路径: Wiley  (合作)
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影响因子:3.344 (2012)

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关键词翻译
关键词翻译
  • coupling 连接
  • intramolecular 分子内的
  • pyridinium 吡啶盐
  • coplanar 共面的
  • tropone 环庚三烯酮
  • herein 在此
  • reaction 反酌
  • condensation 冷凝
  • Suzuki 铃木牌摩托车
  • basicity 碱度