[2-(Hydroxy-phenyl-methyl)-3-p-tolyl-3-trimethylsilanyl-cycloprop-1-enyl]-phenyl-methanol | 235092-55-4

• 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: [2-(Hydroxy-phenyl-methyl)-3-p-tolyl-3-trimethylsilanyl-cycloprop-1-enyl]-phenyl-methanol
• 英文别名: [2-[Hydroxy(phenyl)methyl]-3-(4-methylphenyl)-3-trimethylsilylcyclopropen-1-yl]-phenylmethanol
• CAS: 235092-55-4
• 化学式: C₂₇H₃₀O₂Si
• 分子量: 414.62
• InChiKey: UOXMBRGTADBEPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.89
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [2-(Hydroxy-phenyl-methyl)-3-p-tolyl-3-trimethylsilanyl-cycloprop-1-enyl]-phenyl-methanol 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以60%的产率得到1,2-Dibenzoyl-3-(p-tolyl)-3-trimethylsilylcyclopropene
  参考文献：
  名称：

  Synthesis of 3-aryl-3-trimethylsilylcyclopropenes and their dibenzoyl derivatives. Possible cyclopropenyl anion precursors? †

  摘要：

  3-Ary-1-3-trimethylsilylcyclopropenes (1) were synthesized by a four-step reaction sequence starting from known benzoyl trimethylsilanes. These cyclopropenes were thermalized on a gas chromatography column and the products were collected and identified. Their 1,2-dibenzoyl derivatives (2) were prepared in a two-step transformation beginning with 3-aryl-1,2,3-tris(trimethylsilyl)cyclopropenes (5), the ultimate intermediates in the syntheses of 1. These compounds (2) are rare examples of isolable cyclopropenes with electron withdrawing groups at the vinyl positions. Fluoride-induced desilylation reactions of electron deficient cyclopropenes also are described and a carbon-centered electrophile has been successfully used to trap a putative cyclopropenyl anion.

  DOI：

  10.1039/a900376b
• 作为产物：
  描述：

  (p-Tolyl)trimethylsilyldiazomethane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 生成 [2-(Hydroxy-phenyl-methyl)-3-p-tolyl-3-trimethylsilanyl-cycloprop-1-enyl]-phenyl-methanol
  参考文献：
  名称：

  Synthesis of 3-aryl-3-trimethylsilylcyclopropenes and their dibenzoyl derivatives. Possible cyclopropenyl anion precursors? †

  摘要：

  3-Ary-1-3-trimethylsilylcyclopropenes (1) were synthesized by a four-step reaction sequence starting from known benzoyl trimethylsilanes. These cyclopropenes were thermalized on a gas chromatography column and the products were collected and identified. Their 1,2-dibenzoyl derivatives (2) were prepared in a two-step transformation beginning with 3-aryl-1,2,3-tris(trimethylsilyl)cyclopropenes (5), the ultimate intermediates in the syntheses of 1. These compounds (2) are rare examples of isolable cyclopropenes with electron withdrawing groups at the vinyl positions. Fluoride-induced desilylation reactions of electron deficient cyclopropenes also are described and a carbon-centered electrophile has been successfully used to trap a putative cyclopropenyl anion.

  DOI：

  10.1039/a900376b

文献信息

• Synthesis of 3-aryl-3-trimethylsilylcyclopropenes and their dibenzoyl derivatives. Possible cyclopropenyl anion precursors? †
  作者：Sangdon Han、Steven R. Kass

  DOI：10.1039/a900376b

  日期：——

  3-Ary-1-3-trimethylsilylcyclopropenes (1) were synthesized by a four-step reaction sequence starting from known benzoyl trimethylsilanes. These cyclopropenes were thermalized on a gas chromatography column and the products were collected and identified. Their 1,2-dibenzoyl derivatives (2) were prepared in a two-step transformation beginning with 3-aryl-1,2,3-tris(trimethylsilyl)cyclopropenes (5), the ultimate intermediates in the syntheses of 1. These compounds (2) are rare examples of isolable cyclopropenes with electron withdrawing groups at the vinyl positions. Fluoride-induced desilylation reactions of electron deficient cyclopropenes also are described and a carbon-centered electrophile has been successfully used to trap a putative cyclopropenyl anion.