2,2-bis(diphenylphosphinomethyl)-1-phenylthiopropane | 126150-68-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,2-bis(diphenylphosphinomethyl)-1-phenylthiopropane
• 英文别名: (2-methyl-2-((phenylthio)methyl)propane-1,3-diyl)bis(diphenylphosphane)；1,1-bis(diphenylphosphinomethyl)-1-(phenylthiomethyl)ethane；2,2-bis[(diphenylphosphanyl)methyl]-1-propanethiol；[2-(Diphenylphosphanylmethyl)-2-methyl-3-phenylsulfanylpropyl]-diphenylphosphane
• CAS: 126150-68-3
• 化学式: C₃₅H₃₄P₂S
• 分子量: 548.668
• InChiKey: RVGQKTVWTCRARB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2-bis(diphenylphosphinomethyl)-1-phenylthiopropane 在 ZnCl₂ 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 生成 dicarbonyl{P,P'-{2,2-bis(diphenylphosphinomethyl)-1-phenylthiopropane}}nickel(0)
  参考文献：
  名称：

  Wang, Hsin-Ell; Cheng, Ming-Chu; Lee, Gene-Hsiang, Journal of Organometallic Chemistry, 1993, vol. 445, p. 171 - 180

  摘要：

  DOI：
• 作为产物：
  描述：

  二苯基膦 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.33h， 生成 2,2-bis(diphenylphosphinomethyl)-1-phenylthiopropane
  参考文献：
  名称：

  含硫三Trip同系物衍生的金属配合物的光谱和反应活性差异

  摘要：

  在这里，我们报告了一种简化的Triphos同源物H 3 CC（CH 2 X）n（CH 2 Y）3- n（X = SPh，Y = PPh 2，n = 0-3）的合成方法。在相同的实验条件下，测试了多齿化合物配位诸如Ni，Fe和Mo等金属的潜力。循环伏安法，光谱电化学IR研究以及DFT计算用于检查一系列[{H 3 CC（CH 2 X）n（CH 2 Y）3− n } Mo（CO）3中的电子变化复合物并评估其打开配位位点或在氧化时或在不同溶剂存在下释放CO的潜力。另外，我们证明了N，N-二甲基苯甲酰胺到N，N-二甲基苄胺的催化氢化硅烷化受到所应用的三脚架配体的影响。我们的研究表明，这种操作具有很大的潜力，可以有选择地改变Triphos-金属配合物的结合特性及其反应性的动力学。

  DOI：

  10.1039/c7dt01459g

文献信息

• Unusual tripodal ligands. Synthesis of 2,2-bis(diphenylphosphinomethyl)-1-phenylthiopropane and its group VI complexes
  作者：Shiuh-Tzung Liu、Hsin-Ell Wang、Ming-Chu Cheng、Shie-Ming Peng

  DOI：10.1016/0022-328x(89)85143-5

  日期：1989.11

  ligand behaves as a bidentate ligand with two phosphorus atoms coordinating to the metal center. The structure was confirmed by a crystal structure study of (P2S)Mo(CO)4, which revealed an octahedral coordination around the molybdenum atom, and two cis-coordinated phosphorus donors. The conformation of the six-membered chelate ring is a twisted-boat and the possible reasons for this conformational

  合成了一个含有磷和硫原子的三脚架杂配体2,2-双（二苯基膦基甲基）-1-苯基硫丙烷（P 2 S），其金属羰基配合物（P 2 S）M（CO）4（M = Cr，制备了Mo和W）。所有合成中间体和配合物均已通过光谱法和元素分析进行​​了表征。配合物的光谱鉴定表明，P 2 S配体表现为二齿配体，其中两个磷原子与金属中心配位。通过（P 2 S）Mo（CO）4的晶体结构研究证实了该结构。，揭示了围绕钼原子的八面体配位和两个顺式配位的磷供体。六元螯合环的构象是扭曲的，并讨论了这种构象排列的可能原因。
• Tsai, Shiou-chuan; Wang, Hsin-Ell; Huang, Chi-Tsuan, Chemische Berichte, 1995, vol. 128, # 2, p. 151 - 156
  作者：Tsai, Shiou-chuan、Wang, Hsin-Ell、Huang, Chi-Tsuan、Yiin, Lih-Ming、Liu, Shiuh-Tzung

  DOI：——

  日期：——
• {2,2-Bis[(diphenylphosphino)methyl]-1-phenyl-thiopropane-P,P',S}tricarbonyltungsten(0)
  作者：H. E. Wang、M. C. Cheng、S. M. Peng、S. T. Liu

  DOI：10.1107/s0108270194007882

  日期：1995.2.15

  The title complex, [W(CO)3(C35H34P2S)], has an octahedral coordination geometry about the W atom, which is surrounded by three carbonyl ligands in a facial arrangement, two P atoms and one S atom.
• Study of the effects on coordination of thioether sites. 1. Complexation study of bromopentacarbonylmanganese(I) with tripodal P3-nSn (n = 0-3) ligands
  作者：Shiuh Tzung Liu、Hsin Ell Wang、Lih Ming Yiin、Shiou Chuan Tsai、Kuo Jiun Liu、Yaw Ming Wang、Ming Chu Cheng、Shie Ming Peng

  DOI：10.1021/om00030a043

  日期：1993.6

  Manganese(I) complexes fac-(eta2-P3-nSn)Mn(CO)3Br (n = 0-3) [P3 W = Z = PPh2; P2S W = PPh2, Z = SPh; PS2 Z = SPh, W = PPh2; S3 W = Z = SPh in CH3C(CH2W)2(CH2Z)] formed from the corresponding tripodal ligand have been prepared and isolated as pairs of isomers. The reaction Of P2S with BrMn(CO)5 in chloroform produced a pair of stereoisomers, syn-fac-(P,P'-P2S)Mn(CO)3Br (1a) and anti-fac-(PP'-P2S)Mn(CO)3Br (1b), which were separated and fully characterized. Equilibration (K1 = 2/3) between la and lb was established. For PS2, the equilibrium constant (K2) between syn-fac-(P,S-PS2)Mn(CO)3Br (2a) and anti-fac-(P,S-PS2)Mn(CO)3Br (2b) was unity. Kinetic studies of isomerization of la to lb and 2a to 2b were carried out by using an NMR spectrometer. The activation parameters were obtained: DELTAH(double dagger)1a = 30.5 +/- 0.4 kcal/mol, DELTAS(double dagger) = 11 +/- 1 eu for complex la; DELTAH(double dagger)2a = 24.9 +/- 0.7 kCal/MOI, AS*2a = 7 +/- 2 eu for complex 2a. A mechanistic pathway for these isomerizations is proposed. Crystal structures were determined for three complexes: 1a, 1b, and 2a. X-ray data were collected on a CAD-4 diffractometer at room temperature and were refined by a least-squares treatment. For 1a: a = 10.669(2) angstrom, b = 17.864(3) angstrom, c = 18.841(12) angstrom, beta = 105.30(2)-degrees, monoclinic, Z = 4, P2(1)/c, R(F(o)) = 0.051, R(w)(F(o)) = 0.042 for 3043 reflections with I(o)) > 2sigma(I(o)). For 2b: a = 10.855(3) angstrom, b = 20.322(7) angstrom, c = 17.887(9) angstrom, beta = 104.73(3)-degrees, monoclinic, Z = 4, P2(1)/,=n, R(F(o)) = 0.059, R(w)(F(o)) = 0.047 for 3316 reflections with I(o) > 2sigma(I(o)). For 2a: a = 8.670(5) angstrom, b = 9.539(3) angstrom, c = 18.921(9) angstrom, a = 93.09(3)-degrees, beta = 90.27(5)-degrees, gamma = 101.21(4)-degrees, triclinic, Z = 2, P1BAR, R(F(o) = 0.052, R(w)(F(o)) = 0.054 for 2513 reflections with I(o) > 2sigma(I(o)). The conformations of the chelate rings are discussed.