(pyreno[2,1-b]pyrrol-2-yl)methanol | 781664-19-5

• 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]pyrrol-2-yl)methanol
• 英文别名: 5-Azapentacyclo[9.6.2.02,6.08,18.015,19]nonadeca-1(18),2(6),3,7,9,11(19),12,14,16-nonaen-4-ylmethanol
• CAS: 781664-19-5
• 化学式: C₁₉H₁₃NO
• 分子量: 271.318
• InChiKey: SQPYEOLDGWKEFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  36
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (pyreno[2,1-b]pyrrol-2-yl)methanol 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以82%的产率得到pyreno[2,1-b]pyrrole-2-carboxaldehyde
  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 lithium aluminium tetrahydride 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 13.0h， 生成 (pyreno[2,1-b]pyrrol-2-yl)methanol
  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.