2,2,8-Tris[4-(dimethylamino)phenyl]acenaphthylen-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2,2,8-Tris[4-(dimethylamino)phenyl]acenaphthylen-1-one
• 化学式: C₃₆H₃₅N₃O
• 分子量: 525.693
• InChiKey: LLONYHDFONILIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,2-bis(4-dimethylaminophenyl)acenaphthen-1-one 、 [4-(二甲基氨基)苯基]锂 以 四氢呋喃 为溶剂， 以29%的产率得到1,1,2-tris(4-dimethylaminophenyl)acenaphthen-1-ol
  参考文献：
  名称：

  Formation of keto-carbeniums from 1,2,2-triarylacenaphthen-1-ols by breaking a long CC bond: unusual alcohol protonolysis accompanied by formal hydride abstraction

  摘要：

  Oxidation of 1,2,2-tris(4-dimethylaminophenyl)- and 2,2-bis(4-dimethylaminophenyl)-1-phenylacenaphthen-1-ols 1a,b with I-2 induced the C-1-C-2 bond fission to give 8-aroylnaphthalen-1-yl-bis(4-dimethylaminophenyl)carbenium derivatives 2a,b(+), the intramolecular Lewis acid-base pairs. Treatment of 1 with HBF4 did not induce the expected C-OH bond heterolysis but caused fission of CO-H and C-1-C-2 bonds to give exactly the same carbenium 2(+). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01459-x

文献信息

• Formation of keto-carbeniums from 1,2,2-triarylacenaphthen-1-ols by breaking a long CC bond: unusual alcohol protonolysis accompanied by formal hydride abstraction
  作者：Takanori Suzuki、Takayuki Nagasu、Hidetoshi Kawai、Kenshu Fujiwara、Takashi Tsuji

  DOI：10.1016/s0040-4039(03)01459-x

  日期：2003.8

  Oxidation of 1,2,2-tris(4-dimethylaminophenyl)- and 2,2-bis(4-dimethylaminophenyl)-1-phenylacenaphthen-1-ols 1a,b with I-2 induced the C-1-C-2 bond fission to give 8-aroylnaphthalen-1-yl-bis(4-dimethylaminophenyl)carbenium derivatives 2a,b(+), the intramolecular Lewis acid-base pairs. Treatment of 1 with HBF4 did not induce the expected C-OH bond heterolysis but caused fission of CO-H and C-1-C-2 bonds to give exactly the same carbenium 2(+). (C) 2003 Elsevier Ltd. All rights reserved.