4-[2,2-bis(phenylsulfanyl)ethyl]-2-methyl-7-phenylhept-1-ene | 222547-32-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-[2,2-bis(phenylsulfanyl)ethyl]-2-methyl-7-phenylhept-1-ene
• 英文别名: [4-[2,2-Bis(phenylsulfanyl)ethyl]-6-methylhept-6-enyl]benzene
• CAS: 222547-32-2
• 化学式: C₂₈H₃₂S₂
• 分子量: 432.694
• InChiKey: UNZMBDYJDAUNEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[2,2-bis(phenylsulfanyl)ethyl]-2-methyl-7-phenylhept-1-ene 在 Cp2Ti(P(OEt)3)2 作用下， 以 四氢呋喃 为溶剂， 以87%的产率得到1-methyl-4-(3-phenylpropyl)cyclopentene
  参考文献：
  名称：

  Titanocene(II)-Promoted Cyclization of Unsaturated Thioacetals

  摘要：

  研究了低价钛物种促进不饱和硫代乙醛向环状化合物的转化。当具有烯烃分子的硫代乙醛在回流四氢呋喃中被低价钛金属 Cp2Ti[P(OEt)3]2 处理时，其环化反应在失去末端烯烃碳的情况下进行，生成相应的五元、六元和七元环烯烃。1-[3,3-双（苯硫基）丙氧基]-2-（丙-1-和丙-2-烯基）苯的类似反应分别生成了七元和八元不饱和环醚。

  DOI：

  10.1055/s-1999-2618
• 作为产物：
  描述：

  Toluene-4-sulfonic acid 4-methyl-2-(3-phenyl-propyl)-pent-4-enyl ester 在 正丁基锂 、 sodium iodide 作用下， 以 四氢呋喃 、 正己烷 、 丙酮 为溶剂， 反应 0.25h， 生成 4-[2,2-bis(phenylsulfanyl)ethyl]-2-methyl-7-phenylhept-1-ene
  参考文献：
  名称：

  Ring-Closing Metathesis of Titanium–Carbene Complexes Prepared from Thioacetals Having a Carbon–Carbon Double Bond

  摘要：

  The ring-closing metathesis proceeded to give cycloalkenes in good yields when diphenyl thioacetals having a carbon-carbon double bond were treated with the low-valent titanium species Cp2Ti[P(OEt)(3)](2) in THF at room temperature and then at reflux. This methodology is successfully applied to the preparation of cyclic ethers and sulfides. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(00)00201-5

文献信息

• Synthesis of carbocycles and heterocycles by the titanocene(II)-promoted reactions of thioacetals
  作者：Takeshi Takeda、Md.Abdur Rahim、Mayumi Takamori、Kenjirou Yanai、Tooru Fujiwara

  DOI：10.1016/s0277-5387(99)00388-5

  日期：2000.3

  The preparation of carbocyclic and heterocyclic compounds by the low-valent titanium species-promoted intramolecular reactions of thioacetals was studied. The cyclization of thioacetals having an olefin moiety proceeded with the loss of terminal olefin carbon to produce the corresponding five-, six-, and seven-membered cycloalkenes when they were treated with the low-valent titanium species Cp2Ti[P(OEt)(3)](2). This method has been successfully applied to the syntheses of cyclic unsaturated amines and ethers. When S-[3,3-bis (phenylthio) propyl] thioalkanoates were treated with the low-valent titanium species, the intramolecular carbonyl olefination proceeded to produce 5-substituted 2,3-dihydrothiophenes. (C) 2000 Elsevier Science Ltd All rights reserved.