4-phenyl-1,3-bis(phenylthio)but-1-ene

• 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-phenyl-1,3-bis(phenylthio)but-1-ene
• 英文别名: [(E)-2,4-bis(phenylsulfanyl)but-3-enyl]benzene
• 化学式: C₂₂H₂₀S₂
• 分子量: 348.533
• InChiKey: JDXKJMZTMKCVPE-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 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-phenyl-1,3-bis(phenylthio)but-1-ene 在 Cp2Ti(P(OEt)3)2 、 重水 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 生成 C₁₄H₁₉⁽²⁾H
  参考文献：
  名称：

  Titanocene(II)-promoted desulfurizative tertiary alkylation of 1,3-bis(phenylthio)alk-1-enes and β,γ-unsaturated thioacetals

  摘要：

  The desulfurization of 1,3-bis(phenylthio)alk-1-enes with the low valent titanium species Cp2Ti[P(OEt)(3)](2) and subsequent reaction with tert-alkyl chlorides gave the terminal olefins regioselectively. The similar reactions also took place when beta,gamma-unsaturated thioacetals were treated successively with the titanocene(II) species and tert-alkyf chlorides, it was suggested that the present reactions proceeded via the formation of Q-vinyltitanium intermediate. (C) 1999 Elsevier Science I,td. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00975-2

文献信息

• Reaction of Vinyltitanium(IV) Species Prepared by the Alkylation of Titanium–Vinylcarbene Complexes
  作者：Takeshi Takeda、Naoko Saeki、Yasuhiro Takagi、Tooru Fujiwara

  DOI：10.1246/cl.2000.1198

  日期：2000.10

  Vinyltitanium(IV) species prepared by the alkylation of titanium–vinylcarbene complexes with tert-butyl chloride reacted with aldehydes to give allylic alcohols. The reaction of vinyltitanium species with terminal alkynes produced conjugated dienes, in which a vinyl group regioselectively bonded to the unsubstituted side of carbon–carbon triple bond.

  通过钛-乙烯基羰基络合物与叔丁基氯的烷基化反应制备的乙烯基钛（IV）与醛反应生成烯丙基醇。乙烯基钛与末端炔烃反应生成共轭二烯，其中乙烯基选择性地键合在碳-碳三键的未取代侧。
• Preparation of Vinylcyclopropanes by the Titanocene-Promoted Reactions of β,γ-Unsaturated Thioacetals and Their Analogues with Alkenes
  作者：Yasuo Horikawa,、Tadahiro Nomura,、Mikako Watanabe,、Tooru Fujiwara, and、Takeshi Takeda*

  DOI：10.1021/jo962265v

  日期：1997.5.1
• Desulfurizative silation, germation, and stannation of thioacetals and their analogues utilizing titanocene(II)
  作者：Takeshi Takeda、Naoki Nozaki、Tooru Fujiwara

  DOI：10.1016/s0040-4039(98)00524-3

  日期：1998.5

  Desulfurization of thioacetals with the low valent titanium species Cp2Ti[P(OEt)(3)](2) in the presence of trialkylsilanes afforded the corresponding tetraalkylsilanes. Allylsilanes were obtained regioselectively using beta,gamma-unsaturated thioacetals or 1,3-bis(phenylthio)alk-1-enes as starting materials. The similar titanocene(II)-promoted reactions of these organosulfur compounds with triethylgermane and tributylstannane gave tetraorganogermanes and stannanes, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.