4-n-butyl-2,6-diphenylpyrylium perchlorate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-n-butyl-2,6-diphenylpyrylium perchlorate
• 英文别名: 4-Butyl-2,6-diphenylpyrylium perchlorate；4-Butyl-2,6-diphenylpyrylium;perchlorate
• 化学式: C₂₁H₂₁O*ClO₄
• 分子量: 388.848
• InChiKey: BKLVRJZIKRKAMP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.48
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  75.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,6-Diphenylpyrylium tetrafluoroborate 在 正丁基锂 、 高氯酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 生成 4-n-butyl-2,6-diphenylpyrylium perchlorate
  参考文献：
  名称：

  Benzotriazole-mediated 4-position derivatization of 2,6-diarylpyrylium cations by electrophiles

  摘要：

  2,6-Diaryl-4H-(benzotriazolyl)pyrans (7a-c) on treatment with n-butyllithium undergo smooth lithiation at the position a: to the benzotriazolyl moiety. In contrast to fused and bridged pyranyl derivatives, these pyranyl anions react with electrophiles by two routes: i) the expected electrophilic substitution resulting in various 4-alkyl- and 4-(omega-alkylfunctionalized)-pyrylium salts (12-19) or iii pyrylium ring rearrangement of 2,6-diarylpyrylium anions (8a-c), leading to 1,2-diaryl-3,1-cyclopentadien-1-ols (10a-c).

  DOI：

  10.1002/(sici)1521-3897(199902)341:2<152::aid-prac152>3.0.co;2-y

文献信息

• Alkylation of 2,6-diphenylpyrylium and 2,6-di-t-butylpyrylium ions by photochemical reaction with tetraalkylstannanes
  作者：Enrico Baciocchi、Giancarlo Doddi、Marcella Ioele、Gianfranco Ercolani

  DOI：10.1016/s0040-4020(01)90231-5

  日期：1993.4

  2,6-diphenylpyrylium and 2,6-di-t-butylpyrylium perchlorates are easily converted into a number of the corresponding 4-alkyl derivatives by photochemical reaction with tetraalkylstannanes, in MeCN at room temperature. The mechanism of the process is discussed.
• Benzotriazole-mediated 4-position derivatization of 2,6-diarylpyrylium cations by electrophiles
  作者：Alan R. Katritzky、Weihong Du、Sergey N. Denisenko、Peter Czerney、Peter J. Steel

  DOI：10.1002/(sici)1521-3897(199902)341:2<152::aid-prac152>3.0.co;2-y

  日期：1999.2

  2,6-Diaryl-4H-(benzotriazolyl)pyrans (7a-c) on treatment with n-butyllithium undergo smooth lithiation at the position a: to the benzotriazolyl moiety. In contrast to fused and bridged pyranyl derivatives, these pyranyl anions react with electrophiles by two routes: i) the expected electrophilic substitution resulting in various 4-alkyl- and 4-(omega-alkylfunctionalized)-pyrylium salts (12-19) or iii pyrylium ring rearrangement of 2,6-diarylpyrylium anions (8a-c), leading to 1,2-diaryl-3,1-cyclopentadien-1-ols (10a-c).