ammonium diphenylmonothiophosphinate | 74862-76-3

• 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: ammonium diphenylmonothiophosphinate
• 英文别名: azane;hydroxy-diphenyl-sulfanylidene-λ5-phosphane
• CAS: 74862-76-3
• 化学式: C₁₂H₁₀OPS*H₄N
• 分子量: 251.289
• InChiKey: OSSATRCIQLFAGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.56
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ammonium diphenylmonothiophosphinate 、 氯化三苯基铅 以 氯仿 为溶剂， 以89%的产率得到diphenylphosphorylsulfanyl(triphenyl)plumbane
  参考文献：
  名称：

  Metal-oxygen versus metal-sulfur bonding of the ambident monothiophosphinato ligand in some triphenylmeta(IV) derivatives, Ph3M[OSPR2] (M = Ge, Sn, Pb). Crystal structures of Ph3Ge[O(S)PPh2] and [Ph2Sn{O(S)PPh2} (μ-OH)]2

  摘要：

  Diorganomonothiophosphinato-triphenylmetal(IV) derivatives, Ph(3)M(OSPR(2)) (M = Ge, Sn, Pb; R = Me, Et, Ph), were prepared and investigated. The IR and multinuclear (H-1, C-13, P-31) NMR spectra are discussed in relation to the M-O and/or M-S bonding of the ambident OSPR(2)(-) ligand. The crystal and molecular structures of Ph(3)Ge[O(S)PPh(2)] (1) and [Ph(2)Sn{O(S)PPh(2)}(mu-OH)](2) (2) were determined by X-ray diffractometry. The asymmetric unit for Ph(3)Ge[O(S)PPh(2)] contains two independent molecules. The monothiophosphinato group is bonded to germanium only through oxygen (av. Ge-O 1.826, Ge ... S 3.892 Angstrom), leading to a tetrahedral coordination around the germanium atom. The crystal [Ph(2)Sn{O(S)PPh(2)}(mu-OH)](2) consists of dimeric units built up through Sn-O-Sn bridges involving the oxygen atom of the hydroxy groups. The monothiophosphinato group is again monodentate [Sn(1)-O(1) 2.089(3), Sn(1)... S(1) (non-bonding) 4.164 Angstrom] and the coordination geometry around tin is trigonal bipyramidal, with the O(1) atom of the phosphorous ligand and the O(2') atom of a bridging hydroxy group in axial positions. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0277-5387(96)00354-3

文献信息

• Organotin diphenylmonothiophosphinates. Crystal structure of bis(diphenylmonothiophosphinato) dimethyltin(IV), Me2Sn(OSPPh2)2
  作者：C. Silvestru、I. Haiduc、F. Caruso、M. Rossi、B. Mahieu、M. Gielen

  DOI：10.1016/0022-328x(93)80070-r

  日期：1993.4

  Organotin(IV) diphenylmonothiophosphinates, RnSn(OSPPh2)4-n (R  Me, nBu, Bz, Ph, Cy; n = 2 and 3) have been synthesized in good yields by reactions of organotin halides with ammonium diphenylmonothiophosphinate. The compounds have been characterized by infrared and NMR spectra, and two representative compounds were also studied by 119mSn-Mössbauer spectroscopy. The structure of bis(diphenyimonoth

  通过有机卤化物与二苯基单硫代次膦酸铵的反应以高收率合成了有机锡（IV）二苯基单硫代次膦酸根，R n Sn（OSPPh 2）4- n（RMe，n Bu，Bz，Ph，Cy; n = 2和3）。 。该化合物已通过红外和NMR光谱进行了表征，还通过119mSn -Mössbauer光谱学研究了两种代表性化合物。双（二苯甲酰基单硫代膦酸酯基）二甲基锡（IV），Me 2 Sn（OSPPh 2）2的结构通过X-射线衍射确定了Sn，Sn弱的Sn·S相互作用形成了聚合物链结构，其中锡原子表现出三角双锥体的几何形状。配体主要通过氧原子连接到锡上。
• Synthesis, spectroscopic characterization, and structural studies of new Cu(I) and Cu(II) complexes containing organophosphorus ligands, and crystal structures of (Ph₃P)₂Cu[S₂PMe₂], (Ph₃P)₂Cu[(OPPh₂)₂N], Cu[(OPPh₂)₂N]₂, and Cu[(OPPh₂)(SPPh₂)N]₂
  作者：Anca Silvestru、Adina Rotar、John E Drake、Michael B Hursthouse、Mark E Light、Sorin I Farcas、Roland Rösler、Cristian Silvestru

  DOI：10.1139/v01-048

  日期：2001.5.1

  The Cu(I) complexes, (Ph₃P)₂CuL (L = [S₂PMe₂]^-, [OSPR₂]^- (R = Me, Ph), [(XPR₂)(YPR'₂)N]^- (X, Y, R, R' = O, O, Ph, Ph; O, S, Ph, Ph; O, S, OEt, Ph; S, S, Me, Me)) and Cu(II) complexes, CuL₂ (L = [(XPR₂)(YPR'₂)N]^- (X, Y, R, R' = O, O, Ph, Ph; O, S, Ph, Ph)), have been prepared. The Cu(I) derivatives were characterized by multinuclear NMR spectroscopy and in two cases by X-ray crystallography. (Ph₃P)₂Cu[S₂PMe₂] (1) crystallizes in the orthorhombic space group P2₁2₁2₁ (No. 19) with cell parameters a = 9.782(2), b = 17.808(4), c = 20.216(4) Å, V = 3521(6) ų and Z = 4, and (Ph₃P)₂Cu[(OPPh₂)₂N] (4) in the triclinic space group P[Formula: see text] (No. 2) with cell parameters a = 9.8079(2), b = 12.9141(3), c = 22.5666(5) Å, α = 75.714(2), β = 79.465(2), γ = 68.2770(8)°, V = 2559.9(1) ų and Z = 2. In both cases the phosphorus ligands are bidentate, thus resulting in monomeric molecules that contain tetrahedral CuP₂S₂ and CuP₂O₂ cores. The molecular structures of two of the Cu(II) derivatives were also determined. Cu[(OPPh₂)₂N]₂ (8) and Cu[(OPPh₂)(SPPh₂)N]₂ (9) crystallize in the triclinic space group P[Formula: see text] (No. 2) with cell parameters a = 8.887(2), b = 10.739(2), c = 12.477(3) Å, α = 77.61(3), β = 76.15(5), γ = 79.46(3)°, V = 1118.3(4) ų and Z = 1 for 8, and a = 9.626(2), b = 14.151(3), c = 24.752(5) Å, α = 88.23(3), β = 79.93(3), γ = 89.77(3)°, V = 3181(1) ų and Z = 3 for 9. The molecule of Cu[(OPPh₂)₂N]₂ (8) has a planar CuO₄ core, while in Cu[(OPPh₂)(SPPh₂)N]₂ (9) both planar and tetrahedral copper cores are observed in a ratio of 1:2.Key words: structure, copper, thiophosphinates, oxo- and thio-imidodiphosphinates

  Cu(I)配合物，(Ph3P)2CuL (L = [S2PMe2]-, [OSPR2]- (R = Me, Ph), [(XPR2)(YPR'2)N]- (X, Y, R, R' = O, O, Ph, Ph; O, S, Ph, Ph; O, S, OEt, Ph; S, S, Me, Me)) 和Cu(II)配合物，CuL2 (L = [(XPR2)(YPR'2)N]- (X, Y, R, R' = O, O, Ph, Ph; O, S, Ph, Ph)) 已经制备。Cu(I)衍生物通过多核NMR光谱和两种情况下的X射线晶体学表征。(Ph3P)2Cu[S2PMe2] (1) 在正交晶系空间群P212121 (No. 19)中结晶，晶胞参数为a = 9.782(2) Å，b = 17.808(4) Å，c = 20.216(4) Å，V = 3521(6) Å3，Z = 4，而(Ph3P)2Cu[(OPPh2)2N] (4) 在三斜晶系空间群P[Formula: see text] (No. 2)中结晶，晶胞参数为a = 9.8079(2) Å，b = 12.9141(3) Å，c = 22.5666(5) Å，α = 75.714(2)°，β = 79.465(2)°，γ = 68.2770(8)°，V = 2559.9(1) Å3，Z = 2。在这两种情况下，磷配体是双齿的，因此得到含有四面体CuP2S2和 O2核的单分子化合物。还确定了两个Cu(II)衍生物的分子结构。Cu[(OPPh2)2N]2 (8) 和Cu[(OPPh2)(SPPh2)N]2 (9) 在三斜晶系空间群P[Formula: see text] (No. 2)中结晶，晶胞参数为a = 8.887(2) Å，b = 10.739(2) Å，c = 12.477(3) Å，α = 77.61(3)°，β = 76.15(5)°，γ = 79.46(3)°，V = 1118.3(4) Å3，Z = 1，对于8，以及a = 9.626(2) Å，b = 14.151(3) Å，c = 24.752(5) Å，α = 88.23(3)°，β = 79.93(3)°，γ = 89.77(3)°，V = 3181(1) Å3，Z = 3，对于9。Cu[(OPPh2)2N]2 (8) 的分子具有平面CuO4核，而在Cu[(OPPh2)(SPPh2)N]2 (9) 中观察到平面和四面体铜核的比例为1:2。关键词：结构，铜，硫代磷酸盐，氧-和硫-咪唑二磷酸酯。
• New organomercury(II) compounds containing intramolecular N→Hg interactions: crystal and molecular structure of [2-(Me2NCH2)C6H4]HgCl and [2-(Me2NCH2)C6H4]Hg[S(S)PPh2]
  作者：Oana Bumbu、Cristian Silvestru、M. Concepción Gimeno、Antonio Laguna

  DOI：10.1016/j.jorganchem.2003.10.044

  日期：2004.4

  [2-(Me2NCH2)C6H4]HgCl (1) was prepared by reacting HgCl2 with [2-(Me2NCH2)C6H4]Li in diethyl ether. The reactions of 1 with the sodium or ammonium salt of the appropriate thiophosphinato ligand, in 1:1 molar ratio, afford the isolation of [2-(Me2NCH2)C6H4]Hg[S(S)PR2] [R=Me (2), Et (3), Ph (4)], [2-(Me2NCH2)C6H4]Hg[S(O)PPh2] (5) and [2-(Me2NCH2)C6H4]Hg[S(S)P((OPr)-Pr-i)(2)] (6). The compounds were investigated by IR and multinuclear NMR (H-1, C-13 and P-31) spectroscopy. The molecular structures of I and 4 were determined by single-crystal X-ray diffraction. Due to the strong intramolecular coordination of the N atom of the pendant CH2NMe2 arm [Hg(1)-N(1) 2.764(6) and 2.725(4) Angstrom in 1 and 4, respectively] both compounds exhibit a T-shaped (C,N)HgX core in the molecular unit, with almost linear arrangement of the covalent bonds [C(1)-Hg(1)-Cl(1) 176.93(18)degrees in 1, and C(1)-Hg(1)-S(1) 169.54(16)degrees in 4]. The crystals of 1 contain discrete monomeric molecules, while the crystals of 4 contain dimer associations built through asymmetric bridging dithiophosphinato ligands [Hg(1)-S(1) 2.3911(16) Angstrom, Hg(1)S-...(2a) 3.102(2) Angstrom], thus resulting in an overall pseudo-trigonal bipyramidal (or seesaw) (C,N)HgS2 core, with the nitrogen atom and the weekly bonded sulfur atom in equatorial positions [N(1)-Hg(1)S-...(2a) 82.01(10)degrees]. (C) 2004 Elsevier B.V. All rights reserved.
• Diphenylantimony(III) diphenylphosphinate and diphenylmonothiophosphinate: synthesis, spectra and crystal structure
  作者：Michael J. Begley、D.Bryan Sowerby、Denise M. Wesolek、Christian Silvestru、Ionel Haiduc

  DOI：10.1016/0022-328x(86)80497-1

  日期：1986.12
• Trimethylantimony(V) diorganomonothiophosphinates: the crystal structure of bis(diphenylmonothiophosphinato)trimethylantimony(V), Me3Sb(OSPPh2)2, containing a monodentate monothiophosphinato ligand
  作者：Cristian Silvestru、Ionel Haiduc、Klaus H. Ebert、Hans J. Breunig、D.Bryan Sowerby

  DOI：10.1016/0022-328x(94)80038-3

  日期：1994.4

  The compounds bis(diorganomonothiophosphinato)trimethylantimony(V), Me3Sb(OSPR2)2, where R = Me, Et and Ph, have been prepared and characterized by IR, multinuclear (H-1, C-13, P-31) NMR spectroscopy and mass spectrometry. The structure of Me3Sb(OSPPh2)2 has been determined by single-crystal X-ray diffraction. The crystal consists of discrete monomers. In the molecule there is a trigonal bipyramidal environment around antimony, with the two monothio ligands bound to the metal only through oxygen atoms (Sb-O(1), 2.107(5) angstrom; Sb-O(2), 2.114(5) angstrom. The antimony-sulphur distances, i.e. 3.924 and 3.998 angstrom, are consistent with non-bonding van der Waals contacts (ca. 4.0 angstrom). The average bond distances within the phosphorus ligand are P-O = 1.552, P=S = 1.945 and P-C = 1.808 angstrom. The SbC3 unit is planar, and the angle between the axial Sb-O bonds is 177.7(2). Coordination of the monothiophosphinato ligand in monodentate mode is unusual; such ligands usually exhibit chelate or bridging coordination through both oxygen and sulphur atoms.