9-(pyren-1′-ylidene)-10-methylacridan | 1422520-14-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 9-(pyren-1′-ylidene)-10-methylacridan
• 英文别名: 10-Methyl-9-(pyren-1-ylmethylidene)acridine；10-methyl-9-(pyren-1-ylmethylidene)acridine
• CAS: 1422520-14-6
• 化学式: C₃₁H₂₁N
• 分子量: 407.514
• InChiKey: BAZIAFGQHLQDAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  32
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-芘甲醛 、 9-diethylphosphono-10-methylacridane 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以85%的产率得到9-(pyren-1′-ylidene)-10-methylacridan
  参考文献：
  名称：

  Chemiluminescence behavior of fluorescent aromatics tethered 9-methylidene-10-methylacridans involving chemiluminescence resonance energy transfer (CRET) quenching

  摘要：

  The chemiluminescence (CL) behavior, observed in the singlet oxygenation of three fluorescent aromatics tethered 9-methylidene-10-methylacridans bearing the pyrene, perylene, and stilbene moieties, was investigated. The CL spectrum of 9-(perylen-3'-ylidene)-10-methylacridan displayed a red-shifted emission different from the fluorescent products, while 9-(pyren-1'-ylidene)-10-methylacridan and 9-(4'-styrylbenzylidene)-10-methylacridan produced very weak CLs. A chemiluminescence resonance energy transfer (CRET) quenching of the excited aromatic aldehydes by the acridans remaining as the unreacted reactants was found to result in these unexpected CL behaviors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.149

文献信息

• Chemiluminescence behavior of fluorescent aromatics tethered 9-methylidene-10-methylacridans involving chemiluminescence resonance energy transfer (CRET) quenching
  作者：Takayuki Maruyama、Hiroaki Sugishita、Harumi Kujira、Musubu Ichikawa、Yoshiyuki Hattori、Jiro Motoyoshiya

  DOI：10.1016/j.tetlet.2012.11.149

  日期：2013.3

  The chemiluminescence (CL) behavior, observed in the singlet oxygenation of three fluorescent aromatics tethered 9-methylidene-10-methylacridans bearing the pyrene, perylene, and stilbene moieties, was investigated. The CL spectrum of 9-(perylen-3'-ylidene)-10-methylacridan displayed a red-shifted emission different from the fluorescent products, while 9-(pyren-1'-ylidene)-10-methylacridan and 9-(4'-styrylbenzylidene)-10-methylacridan produced very weak CLs. A chemiluminescence resonance energy transfer (CRET) quenching of the excited aromatic aldehydes by the acridans remaining as the unreacted reactants was found to result in these unexpected CL behaviors. (C) 2012 Elsevier Ltd. All rights reserved.