trans-14b,14c-dimethyl-14b,14c-dihydrobenzonaphtho<8,1,2-cde>pentaphene | 80697-02-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: trans-14b,14c-dimethyl-14b,14c-dihydrobenzonaphtho<8,1,2-cde>pentaphene
• 英文别名: (27R,28R)-27,28-dimethyloctacyclo[14.10.2.22,5.03,12.04,9.013,27.017,22.024,28]triaconta-1,3(12),4,6,8,10,13,15,17,19,21,23,25,29-tetradecaene
• CAS: 80697-02-5
• 化学式: C₃₂H₂₂
• 分子量: 406.527
• InChiKey: IWKUVVHWINWBSS-ROJLCIKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  32
• 可旋转键数：
  0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  13,30-dimethyl-2,15-dithia(1,3)-naphtho(1,3)-4,5,9,10-tetrahydropyreno<3.3>cyclophane 生成 trans-14b,14c-dimethyl-14b,14c-dihydrobenzonaphtho<8,1,2-cde>pentaphene
  参考文献：
  名称：

  易变的高度苯甲酸酯化的环烯的合成。

  摘要：

  稠合的第一实施例的顺-dihydropyrenes，16，18，19，与多个高度稠合在一起的反式-dihydropyrenes，2 - 4和，17，进行说明。所有这些都是亲核的，表明较高的成环作用并不能消除大环中的离域。

  DOI：

  10.1016/s0040-4039(01)92439-6

文献信息

• An Experimental Estimation of Aromaticity Relative to That of Benzene. The Synthesis and NMR Properties of a Series of Highly Annelated Dimethyldihydropyrenes: Bridged Benzannulenes
  作者：Reginald H. Mitchell、Vivekanantan S. Iyer、Nasr Khalifa、Ramanathan Mahadevan、Santhanagopalan Venugopalan、Sirimevan Ananda Weerawarna、Pengzu Zhou

  DOI：10.1021/ja00110a008

  日期：1995.2

  The synthesis of 13 trans-dimethyldihydropyrenes (bridged [14]annulenes) fused to one or more benzene, naphthalene, phenanthrene, phenalene, or quinoxaline rings and 6 cis-dihydropyrene derivatives from benzenoid precursors using either a thiacyclophane route or an electrocyclic addition of a furan to an annulyne followed by deoxygenation is reported. Their H-1 NMR spectra are studied in detail to obtain correlations between (3)J(H,H) coupling constants and the internal methyl proton chemical shifts and also between the latter and the more distant external annulene ring proton shifts. These linear correlations are then used to obtain a relationship between the relative aromaticity of benzene and the fused ring in question, such that the aromaticity of the fused ring can be estimated relative to that of a benzene ring simply from a measurement of chemical shift in the fused annulene.