phenyl(1,1,2,2-tetrafluoro-4,4-diphenylbutyl)sulfane

• 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: phenyl(1,1,2,2-tetrafluoro-4,4-diphenylbutyl)sulfane
• 英文别名: (1,1,2,2-Tetrafluoro-4,4-diphenylbutyl)sulfanylbenzene；(1,1,2,2-tetrafluoro-4,4-diphenylbutyl)sulfanylbenzene
• 化学式: C₂₂H₁₈F₄S
• 分子量: 390.445
• InChiKey: OPEFMBAMBYEUSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,1-二苯乙烯 、 (2-bromo-1,1,2,2-tetrafluoroethyl)(phenyl)sulfane 在 三乙基硼 、 三正丁基氢锡 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 1.25h， 以65%的产率得到phenyl(1,1,2,2-tetrafluoro-4,4-diphenylbutyl)sulfane
  参考文献：
  名称：

  Development of (2-bromo-1,1,2,2-tetrafluoroethyl)(phenyl)sulfane as tetrafluoroethyl-radical and tetrafluoroethylene-diradical synthons for additions to alkenes

  摘要：

  PhSCF2CF2Br in the presence of tributyltin hydride and substochiometric triethylborane in dichloromethane underwent radical addition to alkenes to give the bromine-free products. Reductive substitution of the phenylsulfanyl group for hydrogen in these adducts provided compounds with the tetrafluoroethyl group. Under the same conditions and in the presence of alkenes, radical addition took place to furnish tetrafluoroethylene-containing alkanes. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.07.012

文献信息

• Visible-Light-Induced Arylthiofluoroalkylations of Unactivated Heteroaromatics and Alkenes
  作者：Yeojin Choi、Chunghyeon Yu、Jun Soo Kim、Eun Jin Cho

  DOI：10.1021/acs.orglett.6b01495

  日期：2016.7.1

  Visible-light-induced arylthiofluoroalkylations of unactivated heteroaromatics and alkenes have been developed utilizing readily available arylthiofluoroalkyl sources. This method enables simultaneous installation of sulfur and fluoroalkyl moieties, two important functional groups, which demonstrates its potential use for late-stage modifications in the synthesis of functional molecules. This method

  可见光诱导的未活化杂芳族化合物和烯烃的芳基硫代氟代烷基化已利用现有的芳基硫代氟代烷基来源进行了开发。该方法能够同时安装两个重要的官能团硫和氟代烷基，这证明了其在合成功能分子的后期修饰中的潜在用途。通过控制试剂中氟原子的数量，可以轻松地利用此方法微调药物开发中铅分子的性能。
• Development of (2-bromo-1,1,2,2-tetrafluoroethyl)(phenyl)sulfane as tetrafluoroethyl-radical and tetrafluoroethylene-diradical synthons for additions to alkenes
  作者：Yana Chernykh、Petr Beier

  DOI：10.1016/j.jfluchem.2013.07.012

  日期：2013.12

  PhSCF2CF2Br in the presence of tributyltin hydride and substochiometric triethylborane in dichloromethane underwent radical addition to alkenes to give the bromine-free products. Reductive substitution of the phenylsulfanyl group for hydrogen in these adducts provided compounds with the tetrafluoroethyl group. Under the same conditions and in the presence of alkenes, radical addition took place to furnish tetrafluoroethylene-containing alkanes. (C) 2013 Elsevier B.V. All rights reserved.