dicyclohexylphenylphosphine sulfide | 99689-27-7

• 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: dicyclohexylphenylphosphine sulfide
• 英文别名: Di-cyclohexyl-phenyl-phosphinsulfid；Dicyclohexyl-phenyl-sulfanylidene-lambda5-phosphane；dicyclohexyl-phenyl-sulfanylidene-λ5-phosphane
• CAS: 99689-27-7
• 化学式: C₁₈H₂₇PS
• 分子量: 306.452
• InChiKey: BSDPUGJXVNBQOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  32.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dicyclohexylphenylphosphine sulfide 在 tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate 、 乙酸-D3 作用下， 以 氯苯 为溶剂， 反应 3.0h， 生成 dicyclohexyl(phenyl-2,6-d2)phosphine sulfide
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Regioselective C–H Alkenylation of Phenylphosphine Sulfides

  摘要：

  The regioselective alkenylation at the ortho position of phenylphosphine sulfides using alkenes proceeds efficiently in the presence of a cationic Cp*-rhodium(III) catalyst and an appropriate oxidant. A similar rhodium catalyst also promotes the redox-neutral coupling of the phosphine sulfides with alkynes to afford ortho-alkenylated products.

  DOI：

  10.1021/jo501542b
• 作为产物：
  描述：

  cyclohexyllithium 以 正戊烷 为溶剂， 生成 dicyclohexylphenylphosphine sulfide
  参考文献：
  名称：

  The Utilization of Organolithium Compounds for the Preparation of Tertiary Phosphines, Phosphine Oxides, and Phosphine Sulfides

  摘要：

  DOI：

  10.1021/jo01054a064

文献信息

• Rhodium(III)-Catalyzed Direct Coupling of Arylphosphine Derivatives with Heterobicyclic Alkenes: A Concise Route to Biarylphosphines and Dibenzophosphole Derivatives
  作者：Yuto Unoh、Tetsuya Satoh、Koji Hirano、Masahiro Miura

  DOI：10.1021/acscatal.5b01896

  日期：2015.11.6

  The redox-neutral direct coupling of arylphosphine oxides with heterobicyclic alkenes proceeds smoothly under rhodium(III) catalysis involving hydroarylation followed by dehydrative aromatization to form biarylphosphine oxides. Related phenylphosphinic and phenylphosphonic esters as well as phenylphosphine sulfides also undergo ortho-arylative coupling. Furthermore, phenylphosphinothioic amides can

  芳基膦氧化物与杂双环烯烃的氧化还原中性直接偶联在铑（III）催化下进行，该催化涉及加氢芳基化，然后进行脱水芳构化，以形成联芳基膦氧化物。相关的苯基次膦酸酯和苯基膦酸酯以及苯基膦硫化物也经历邻芳基化偶联。此外，苯基铑硫代酰胺可通过铑催化与杂双环烯烃的偶联以及连续的分子内膦-弗里德尔-克来福特反应以一锅方式转化为稠合的二苯并磷衍生物。
• Radical Phosphination of Organic Halides and Alkyl Imidazole-1-carbothioates
  作者：Akinori Sato、Hideki Yorimitsu、Koichiro Oshima

  DOI：10.1021/ja058783h

  日期：2006.4.5

  Taking advantage of a radical-based methodology, mild and chemoselective phosphination reactions of organic halide and alkyl imidazole-1-carbothioates have been developed. The mild reaction conditions allow labile functional groups to survive during the reaction.