1,2-Dimethoxy-5-triisopropylsilanyloxy-dibenzo[c,g]phenanthrene-7,10-dione | 869646-08-2

• 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: 1,2-Dimethoxy-5-triisopropylsilanyloxy-dibenzo[c,g]phenanthrene-7,10-dione
• 英文别名: 15,16-Dimethoxy-10-tri(propan-2-yl)silyloxypentacyclo[12.8.0.02,11.03,8.017,22]docosa-1(14),2,5,8,10,12,15,17,19,21-decaene-4,7-dione
• CAS: 869646-08-2
• 化学式: C₃₃H₃₆O₅Si
• 分子量: 540.731
• InChiKey: VBJJRCUAMPGHCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.65
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2-Dimethoxy-5-triisopropylsilanyloxy-dibenzo[c,g]phenanthrene-7,10-dione 在 4-二甲氨基吡啶 、 sodium dithionite 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， 反应 4.17h， 生成 4,7,7-trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 1,2,5,7-tetramethoxy-dibenzo[c,g]phenanthren-10-yl ester
  参考文献：
  名称：

  A [5]HELOL Analogue That Senses Remote Chirality in Alcohols, Phenols, Amines, and Carboxylic Acids

  摘要：

  A route is developed to a structural analogue of [5]HELOL, a previously reported helically grooved sensor of remote chirality. It gives the material enantiomerically pure and in multigram quantities. The enantiomers of alcohols, phenols, amines, and carboxylic acids, even when their centers of chirality are remote from any functional groups, can be differentiated by P-31 NMR spectroscopic analyses of their reaction products with the chlorophosphite of this material.

  DOI：

  10.1021/jo0512913
• 作为产物：
  描述：

  9,10-dimethoxyphenanthrene 在 三氯化铝 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 26.5h， 生成 1,2-Dimethoxy-5-triisopropylsilanyloxy-dibenzo[c,g]phenanthrene-7,10-dione
  参考文献：
  名称：

  A [5]HELOL Analogue That Senses Remote Chirality in Alcohols, Phenols, Amines, and Carboxylic Acids

  摘要：

  A route is developed to a structural analogue of [5]HELOL, a previously reported helically grooved sensor of remote chirality. It gives the material enantiomerically pure and in multigram quantities. The enantiomers of alcohols, phenols, amines, and carboxylic acids, even when their centers of chirality are remote from any functional groups, can be differentiated by P-31 NMR spectroscopic analyses of their reaction products with the chlorophosphite of this material.

  DOI：

  10.1021/jo0512913

文献信息

• A [5]HELOL Analogue That Senses Remote Chirality in Alcohols, Phenols, Amines, and Carboxylic Acids
  作者：David Zhigang Wang、Thomas J. Katz

  DOI：10.1021/jo0512913

  日期：2005.10.1

  A route is developed to a structural analogue of [5]HELOL, a previously reported helically grooved sensor of remote chirality. It gives the material enantiomerically pure and in multigram quantities. The enantiomers of alcohols, phenols, amines, and carboxylic acids, even when their centers of chirality are remote from any functional groups, can be differentiated by P-31 NMR spectroscopic analyses of their reaction products with the chlorophosphite of this material.