2-picolinoylpyrrole | 39205-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-picolinoylpyrrole
• 英文别名: (Pyridylcarbonyl)pyrrole；pyridin-2-yl(1H-pyrrol-2-yl)methanone
• CAS: 39205-08-8
• 化学式: C₁₀H₈N₂O
• 分子量: 172.186
• InChiKey: SFYORADOKFGIMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-picolinoylpyrrole 生成 pyridin-2-yl-(3,4,5-trichloro-1H-pyrrol-2-yl)methanone
  参考文献：
  名称：

  RAO, KOPPAKA V.;CHANDRASEKHARA, REDDY G., J. AGR. AND FOOD CHEM., 38,(1990) N, C. 1260-1263

  摘要：

  DOI：
• 作为产物：
  描述：

  吡咯 、 吡啶-2-甲酰氯盐酸盐 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 以50%的产率得到2-picolinoylpyrrole
  参考文献：
  名称：

  2-Picolinoylpyrrole: A New Entry to Metal-complexing Agent

  摘要：

  合成了2-吡咯酰基吡咯的Pd(II)和Pt(II)配合物，并通过X射线单相表征了2:1方形平面配位，其中每个吡咯和吡啶部分分别处于反位。晶体分析。

  DOI：

  10.1246/cl.2006.750

文献信息

• Regiospecific <i>C</i>-Acylation of Pyrroles and Indoles Using <i>N</i>-Acylbenzotriazoles
  作者：Alan R. Katritzky、Kazuyuki Suzuki、Sandeep K. Singh、Hai-Ying He

  DOI：10.1021/jo034187z

  日期：2003.7.1

  Reactions of pyrrole (2) or 1-methylpyrrole (4) with readily available N-acylbenzotriazoles 1a-g (RCOBt, where R = 4-tolyl, 4-nitrophenyl, 4-diethylaminophenyl, 2-furyl, 2-pyridyl, 2-indolyl, or 2-pyrrolyl) in the presence of TiCl(4) produced 2-acylpyrroles 3a-g and 5a-g in good to excellent yields. 1-Triisopropylsilylpyrrole (6) under the same conditions gave the respective 3-acylpyrroles 7a-g. Similarly

  吡咯（2）或1-甲基吡咯（4）与易于获得的N-酰基苯并三唑1a-g（RCOBt，其中R = 4-甲苯基，4-硝基苯基，4-二乙基氨基苯基，2-呋喃基，2-吡啶基，2- TiCl（4）存在下，吲哚基或2-吡咯基）可以很好地产生2-酰基吡咯3a-g和5a-g。在相同条件下的1-三异丙基甲硅烷基吡咯（6）得到各自的3-酰基吡咯7a-g。类似地，吲哚（9）和1-甲基吲哚（11）给出相应的3-酰化衍生物10a-g和12a-g。这些结果表明，当相应的酰氯不易获得时，N-酰基苯并三唑类化合物如1c，f，g是温和的，区域选择性的和区域特异性的C-酰化剂，特别有用。
• RAO, KOPPAKA V.;CHANDRASEKHARA, REDDY G., J. AGR. AND FOOD CHEM., 38,(1990) N, C. 1260-1263
  作者：RAO, KOPPAKA V.、CHANDRASEKHARA, REDDY G.

  DOI：——

  日期：——
• Photophysical properties of 2-picolinoylpyrrole boron complex in solutions
  作者：Fuyuki Ito、Takayasu Nagai、Yuki Ono、Keisuke Yamaguchi、Hiroyuki Furuta、Toshihiko Nagamura

  DOI：10.1016/j.cplett.2007.01.001

  日期：2007.2

  Photophysical properties of boron 2-picolinoylpyrrole complex (BOPPY) were investigated by UV-Vis absorption, fluorescence spectra and fluorescence lifetime measurements in various solutions. The absorption peak of BOPPY was shifted to blue with increasing the solvent polarity. The fluorescence peak, on the other hand, was shifted to red with increasing the solvent polarity. The electronic structure of BOPPY was calculated by the molecular orbital method to reveal the charge transfer character. The magnitude of change in the dipole moment was calculated by the Lippert-Mataga equation. The fluorescence lifetime and fluorescence quantum yield were measured in solvents as a function of dielectric constant. These results suggest that the BOPPY has an intramolecular charge transfer (ICT) character in the excited state. (c) 2007 Elsevier B.V. All rights reserved.
• Oddo, Gazzetta Chimica Italiana, 1912, vol. 42 I, p. 351
  作者：Oddo

  DOI：——

  日期：——
• 2-Picolinoylpyrrole: A New Entry to Metal-complexing Agent
  作者：Yuki Ono、Hiroyuki Furuta

  DOI：10.1246/cl.2006.750

  日期：2006.7

  The Pd(II) and Pt(II) complexes of 2-picolinoylpyrrole were synthesized and the 2:1 square-planar coordination, wherein each pyrrole and pyridine moieties are in trans positions, respectively, were characterized by means of X-ray single-crystal analyses.

  合成了2-吡咯酰基吡咯的Pd(II)和Pt(II)配合物，并通过X射线单相表征了2:1方形平面配位，其中每个吡咯和吡啶部分分别处于反位。晶体分析。