5-methylcarbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyrane

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 5-methylcarbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyrane
• 英文别名: 1-(3,3-Diphenylbenzo[f]chromen-5-yl)ethanone
• 化学式: C₂₇H₂₀O₂
• 分子量: 376.455
• InChiKey: WNAOCPFJIICTAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-羟基-3-萘甲酸 在 硫酸 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 137.0h， 生成 5-methylcarbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyrane
  参考文献：
  名称：

  Photoswitch based on remarkably simple naphthopyrans

  摘要：

  Photochromic switches built around 5-carbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyran unit have been synthesized. Their open forms are constituted of a 1:1 ratio of TC and TT-isomers according to F-19 and H-1 NMR investigations. Electrocyclization of TT isomers back to the closed form is efficiently achieved upon visible irradiation whereas it has been found to be a particularly unfavoured thermal process. These simple 2H-chromenes could act as molecular photoswitch at ambient temperature. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.091

文献信息

• Photoswitch based on remarkably simple naphthopyrans
  作者：Xavier Sallenave、Stéphanie Delbaere、Gaston Vermeersch、Ahmed Saleh、Jean-Luc Pozzo

  DOI：10.1016/j.tetlet.2005.02.091

  日期：2005.5

  Photochromic switches built around 5-carbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyran unit have been synthesized. Their open forms are constituted of a 1:1 ratio of TC and TT-isomers according to F-19 and H-1 NMR investigations. Electrocyclization of TT isomers back to the closed form is efficiently achieved upon visible irradiation whereas it has been found to be a particularly unfavoured thermal process. These simple 2H-chromenes could act as molecular photoswitch at ambient temperature. (c) 2005 Elsevier Ltd. All rights reserved.