1,2-bis(diphenylphosphano)benzene sulfide | 245337-21-7

• 英文名称: 1,2-bis(diphenylphosphano)benzene sulfide
• 英文别名: 1,2-bis(diphenylphosphino)benzene monosulfide；(2-Diphenylphosphanylphenyl)-diphenyl-sulfidophosphanium
• CAS: 245337-21-7
• 化学式: C₃₀H₂₄P₂S
• 分子量: 478.534
• InChiKey: FQIBDAYCTCOVOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  sodium hexafluoroantimonate 、 bis(η3-allyl-μ-chloropalladium(II)) 、 1,2-bis(diphenylphosphano)benzene sulfide 以 二氯甲烷 为溶剂， 以93%的产率得到[(η3-allyl)Pd(1,2-bis(diphenylphosphino)benzene monosulfide)]SbF6
  参考文献：
  名称：

  双齿P ^ P S供体配体在钯催化的烯丙基烷基化反应中的区域选择性和记忆效应

  摘要：

  一系列配合物，[将Pd（η 3 -C 3 H ^ 5）（P ^ P小号）] [的SbF 6 ]，其中P ^ P小号是二齿膦配位体一硫化物，发现催化具有高支化烯丙基烷基化反应：有一些配体的线性选择性。这些催化剂也显示区域化学记忆效应，其中，所述的hemilability和刚性P ^ P小号配体影响反应速率和被观察到的记忆效应的程度。

  DOI：

  10.1016/j.jorganchem.2010.10.022

文献信息

• Regioselectivity in the Palladium/(<i>S</i>)-BINAP(S)-Catalyzed Asymmetric Allylic Amination:  Reaction Scope, Kinetics, and Stereodynamics
  作者：J. W. Faller、Jeremy C. Wilt

  DOI：10.1021/om050537r

  日期：2005.10.1

  Studies defining the scope of the reaction and understanding the factors controlling the unusual regioselectivity observed in the Pd/BINAP(S)}-catalyzed allylic amination reaction are presented. Most of the unsymmetrically substituted allylic substrates tested show regioselectivity that is the reverse of that which would normally be expected in Pd-catalyzed systems. Several cationic eta(3)-allylic complexes containing a PdBINAP(S)} fragment have been synthesized in an attempt to correlate this behavior with structural features of the ligand and the solution structure of the allylpalladium complex. Notably, allylic amines with an alpha-quaternary carbon center may be prepared with high regioselectivity with this system. Spin-saturation transfer studies (SST) were performed on two (kappa(2)-P,S)Pd-pi-allyl complexes in order to determine relative rates for Pd-eta(3)-eta(1)-eta(3)-allyl interconversions and the hemilabile behavior of the BINAP(S) ligand.