pyreno[2,1-b]pyrrole | 781664-16-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: pyreno[2,1-b]pyrrole
• 英文别名: 7H-pyreno[2,1-b]pyrrole；5-Azapentacyclo[9.6.2.02,6.08,18.015,19]nonadeca-1(18),2(6),3,7,9,11(19),12,14,16-nonaene
• CAS: 781664-16-2
• 化学式: C₁₈H₁₁N
• 分子量: 241.292
• InChiKey: YRQTXZFOFWBAQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  pyreno[2,1-b]pyrrole 在 4-二甲氨基吡啶 、 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 10.0h， 生成 N-(tert-butoxycarbonyl)-2-iodopyreno[2,1-b]pyrrole
  参考文献：
  名称：

  Highly Fluorescent Pyreno[2,1-b]pyrroles:  First Syntheses, Crystal Structure, and Intriguing Photophysical Properties

  摘要：

  A series of pyrrole analogues of benzo[a]pyrene have been synthesized in which pyreno[2,1-b]pyrrole exhibits highly fluorescent properties in solution as well as in crystalline form even possessing strong pi-pi stacking. The pi-stacking-induced fluorescence spectral changes lead to future applications such as molecular recognition feasible upon chemical modification.

  DOI：

  10.1021/jo049192x
• 作为产物：
  描述：

  1-芘甲醛 在 喹啉 、 氢氧化钾 、 sodium methylate 、 铜 作用下， 以 四氢呋喃 、 甲醇 、 水 、 甲苯 为溶剂， 反应 14.0h， 生成 pyreno[2,1-b]pyrrole
  参考文献：
  名称：

  Highly Fluorescent Pyreno[2,1-b]pyrroles:  First Syntheses, Crystal Structure, and Intriguing Photophysical Properties

  摘要：

  A series of pyrrole analogues of benzo[a]pyrene have been synthesized in which pyreno[2,1-b]pyrrole exhibits highly fluorescent properties in solution as well as in crystalline form even possessing strong pi-pi stacking. The pi-stacking-induced fluorescence spectral changes lead to future applications such as molecular recognition feasible upon chemical modification.

  DOI：

  10.1021/jo049192x

文献信息

• Highly Fluorescent Pyreno[2,1-<i>b</i>]pyrroles:  First Syntheses, Crystal Structure, and Intriguing Photophysical Properties
  作者：Srinivasan Selvi、Shih-Chieh Pu、Yi-Ming Cheng、Jim-Min Fang、Pi-Tai Chou

  DOI：10.1021/jo049192x

  日期：2004.10.1

  A series of pyrrole analogues of benzo[a]pyrene have been synthesized in which pyreno[2,1-b]pyrrole exhibits highly fluorescent properties in solution as well as in crystalline form even possessing strong pi-pi stacking. The pi-stacking-induced fluorescence spectral changes lead to future applications such as molecular recognition feasible upon chemical modification.