1-trimethylsilylphenalene | 71264-27-2

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1-trimethylsilylphenalene
• 英文别名: 1-trimethylsilyl-1H-phenalene
• CAS: 71264-27-2
• 化学式: C₁₆H₁₈Si
• 分子量: 238.404
• InChiKey: UZNFAUKCYXYMBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.83
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1-trimethylsilylphenalene 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 氘代四氢呋喃 、 乙醚 为溶剂， 生成 1-trimethylsilyl-phenalenyl anion
  参考文献：
  名称：

  Substituent-induced polarization of charge in phenalenyl anions

  摘要：

  The effect of trimethylsilyl, alkynyl and cyano substituents on the charge distribution of the phenalenyl anionic nucleus was examined using semiempirical calculations and NMR spectroscopy. With these techniques it was demonstrated that the trimethylsilyl and cyano substituents are capable of attracting adjacent negative charge. Examples of reactions from the literature confirm the charge-attracting capabilities of the trimethylsilyl substituent. The alkynyl substituent was shown to perturb the charge distribution of the phenalenyl moiety to a much lesser degree than the vinyl substituent in the 1-hydropyrenyl anion. Copyright (C) 1999 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199902)12:2<86::aid-poc98>3.0.co;2-c
• 作为产物：
  描述：

  2,3-dihydro-1-hydroxy-1H-phenalene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.25h， 生成 1-trimethylsilylphenalene
  参考文献：
  名称：

  Substituent-induced polarization of charge in phenalenyl anions

  摘要：

  The effect of trimethylsilyl, alkynyl and cyano substituents on the charge distribution of the phenalenyl anionic nucleus was examined using semiempirical calculations and NMR spectroscopy. With these techniques it was demonstrated that the trimethylsilyl and cyano substituents are capable of attracting adjacent negative charge. Examples of reactions from the literature confirm the charge-attracting capabilities of the trimethylsilyl substituent. The alkynyl substituent was shown to perturb the charge distribution of the phenalenyl moiety to a much lesser degree than the vinyl substituent in the 1-hydropyrenyl anion. Copyright (C) 1999 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199902)12:2<86::aid-poc98>3.0.co;2-c

文献信息

• The organometallic chemistry of phenalene. Neutral η1,η3 and η6 complexes of phenalene
  作者：See Lin、Philip Boudjouk

  DOI：10.1016/s0022-328x(00)90546-1

  日期：1980.3

  complexes of phenalene have been prepared and characterized. 1-Trimethylsilylphenalene was found to be a convenient precursor to di-μ-chlorobis(η3-phenalenyl)dipalladium. The latter, when treated with two equivalents of triphenylphosphine, affords bis(triphenylphosphine)-η1- phenalenylchloropalladium in god yield. η6-Phenalenylchromium tricarbonyl was prepared in 21% yield from phenalene and (CH3CN)3Cr(CO)3

  第一η 1，η 3，η 6种非那烯的复合物已被制备和表征。1-Trimethylsilylphenalene被发现是一个方便的前体与二μ氯双（η 3 -phenalenyl）二钯。后者，当与三苯基膦的两个当量处理，得到二（三苯基膦）-η 1 - phenalenylchloropalladium在神收率。η 6 -Phenalenylchromium三羰基是在从非那烯产率21％制备和（CH 3 CN）3的Cr（CO）3。