amino(triphenyl)phosphonium chloride | 15729-44-9

• 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: amino(triphenyl)phosphonium chloride
• 英文别名: aminotriphenylphosphonium chloride；triphenylaminophosphonium chloride；Triphenylphosphazenium chloride；amino-triphenyl-phosphonium; chloride；Amino-triphenyl-phosphonium; Chorid；Amino-triphenylphosphoniumchlorid；Aminotriphenylphosphoniumchloride；amino(triphenyl)phosphanium;chloride
• CAS: 15729-44-9
• 化学式: C₁₈H₁₇NP*Cl
• 分子量: 313.766
• InChiKey: OFBPNJGUSZQYTH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.14
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  amino(triphenyl)phosphonium chloride 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 N-methyl-P,P,P-triphenylphosphine imide
  参考文献：
  名称：

  Cristau, Henri-Jean; Garcia, Chantal; Kadoura, Jumah, Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 49/50, p. 151 - 154

  摘要：

  DOI：
• 作为产物：
  描述：

  二溴三苯基膦 在 氨 作用下， 生成 amino(triphenyl)phosphonium chloride
  参考文献：
  名称：

  Horner; Oediger, Justus Liebigs Annalen der Chemie, 1959, vol. 627, p. 142,147

  摘要：

  DOI：

文献信息

• Studies on electrochemical and coordination behaviour of phosphiniminocyclotrithiazenes
  作者：U Swarnalatha、A Sivaramakrishna、C S Venkatachalam、MN Sudheendra Rao、Tomonori Inoue、Tadaharu Ueda、Masashi Hojo

  DOI：10.1139/v02-140

  日期：2002.11.1

  Electrochemical (polarographic, cyclic voltammetric, and coulometric) and coordination behaviour of several symmetrically and unsymmetrically substituted phosphiniminocyclotrithiazenes have been studied. Polarograms of R₃PN-S₃N₃ (R = C₆H₅, p-ClC₆H₄, p-H₃CC₆H₄, and (OC₄H₈N)), Ph₂(OC₄H₈N)PN-S₃N₃, and Ph(OC₄H₈N)₂PN-S₃N₃ give two cathodic waves. Cyclic voltammograms of Ph₃PN-S₃N₃ (1) and (OC₄H₈N)₃PN-S₃N₃ (2) reveal nearly the same oxidation peak potential but different reduction potentials. Controlled potential electrolysis of 1 and 2 at +0.6 V indicates exocyclic cleavage and ring degradation. Cathodic reduction behaviour of Ph₃PN-S₃N₃ suggests the possibility for the formation of 1,5-(Ph₃PN)₂S₄N₄ under electrochemical conditions. Reaction of nickel chloride hexahydrate with heterocycle 1 in 1:2 molar ratio in acetonitrile affords the complex, [Ni(S₂N₂H)₂] (A) (90% yield) and [Ph₃PNH₂]Cl salt as products. Analogous reactions with other ligands of this type (two symmetrical (sym.) and three unsymmetrical (unsym.)) except 2 also give A, while ligand 2 reacts with anhyd NiCl₂ in an equimolar ratio to afford a dark green, square-planar complex ((OC₄H₈N)₃PN-S₃N·NiCl₂ (B)) whose ESCA results assist in providing its coordination details. The study reveals a high tendency of these heterocycles to different types of ring cleavage. Key words: phosphiniminocyclotrithiazenes, polarography and cyclic voltammetry, substituent effect, nickel complexes, ESCA.

  几种对称和非对称取代的磷亚胺环三硫氮烯的电化学（极谱法、循环伏安法和库仑法）和配位行为已经研究。R₃PN-S₃N₃（R = C₆H₅、对氯C₆H₄、对甲基苯基C₆H₄和（OC₄H₈N））、Ph₂(OC₄H₈N)PN-S₃N₃和Ph(OC₄H₈N)₂PN-S₃N₃的极谱图显示两个阴极波。Ph₃PN-S₃N₃（1）和（OC₄H₈N）₃PN-S₃N₃（2）的循环伏安图表明几乎相同的氧化峰电位但不同的还原电位。在+0.6 V下对1和2进行受控电位电解表明外环裂解和环降解。Ph₃PN-S₃N₃的阴极还原行为表明在电化学条件下可能形成1,5-(Ph₃PN)₂S₄N₄。镍氯化物六水合物与杂环1在乙腈中1:2的摩尔比反应得到配合物[Ni(S₂N₂H)₂]（A）（90%收率）和[Ph₃PNH₂]Cl盐为产物。与其他此类配体（两个对称（sym.）和三个非对称（unsym.））的类似反应除2外也得到A，而配体2与无水NiCl₂按等摩尔比反应得到深绿色的方平面配合物（（OC₄H₈N）₃PN-S₃N·NiCl₂（B）），其ESCA结果有助于提供其配位细节。该研究揭示了这些杂环对不同类型的环裂解具有很高的倾向性。关键词：磷亚胺环三硫氮烯、极谱和循环伏安、取代基效应、镍配合物、ESCA。
• Efficient Phosphorus Catalysts for the Halogen-Exchange (Halex) Reaction
  作者：Marie-Agnès Lacour、Maria Zablocka、Carine Duhayon、Jean-Pierre Majoral、Marc Taillefer

  DOI：10.1002/adsc.200800428

  日期：——

  New families of monomeric to dendritic, and monocationic to multicationic (PNP) compounds have been prepared and tested as catalysts in halogen exchange (Halex) reactions. Some of them allow an increase in the efficiency of these reactions which are performed in some cases under the mildest conditions reported up to now.

  制备了新的单体到树枝状以及单阳离子到多阳离子（PNP）化合物的新家族，并作为卤素交换（Halex）反应中的催化剂进行了测试。其中一些方法可以提高这些反应的效率，而在某些情况下，这些反应是在迄今为止报道的最温和的条件下进行的。
• 13C and31P NMR studies of some aminophosphonium chlorides
  作者：Larry K. Krannich、Ravindra K. Kanjolia、Charles L. Watkins

  DOI：10.1002/mrc.1260250409

  日期：1987.4

  magnitude of 2J(PC). Substitution of a Me2N group for an alkyl or aryl group produces an increase in the 31P chemical shift and in the magnitude of 1J(PC). α‐ and β‐deshielding and γ‐shielding effects are noted in the 13C NMR spectra and β‐deshielding and γ‐shielding effects are noted in the 31P NMR spectra with substitution on the phosphorus and nitrogen atoms.

  同源系列的叔膦 R3-nP(NMe2)n、氨基膦离子 [R3PNR'R″]+ 和鏻离子 [R4-nPMe]+ 的多核 NMR 光谱数据，其中 R = Me，报告和讨论了 Et、n-Pr 和 Ph、R' 和/或 R" = H、Me 和 n = 0 和 1。通过烷基化或氯胺化的季铵化导致 31P 化学位移增加（ΔδP 为正），所有碳的 13C 化学位移减少（ΔδC 为负），1J(PC)、3J( PC)、3J(PNCH) 和 2J(PCH) 以及 2J(PC) 幅度的下降。用 Me2N 基团取代烷基或芳基会增加 31P 化学位移和 1J(PC) 的量级。
• A new and convenient method for the synthesis of strong non-ionic bases
  作者：Marc Taillefer、Nicolas Rahier、Aur?lien Hameau、Jean-No?l Volle

  DOI：10.1039/b603677e

  日期：——

  Various strong non-ionic phosphazene bases were obtained by a new, efficient and very simple method involving the lithium phosphonium azayldiide Ph3PNLi (2) as a precursor.

  以偶氮基锂磷化物 Ph3PNLi (2) 为前驱体，通过一种新颖、高效和非常简单的方法获得了各种强非离子膦基。
• Eine unerwartete Synthese des Triphenyphosphazenium-chlorids, [(C₆H₅)₃PNH₂]⁺CI_– und eine Neubestimmung seiner Kristallstruktur / An Unaspected Synthesis of Triphenylphosphazenium Chloride, [(C₆H₅)₃PNH2]⁺Cl^– , and a Redeterm ination of its Crystal Structure
  作者：H. Vogt、A. Fischer、P. G. Jones

  DOI：10.1515/znb-1996-0617

  日期：1996.6.1

  Triphenylphosphazenium chloride has been prepared by the reaction of triphenylphosphine with trimethylsilylazide in impure, wet dichloromethane. Yields are improved as stoichiometric quantities of water are added. Colourless crystals are obtained by recrystallization from the same solvent. The crystals are triclinic, space group P1̅, Z=2, a = 894,6(3), b - 979,8(3), c = 1142,9(4) pm, α = 107,27(3), β = 93,70(3), y = 92,97(3)°. In the solid state the compound exists as [(C₆H₅)₃PNH₂]⁺ cations, and Cl^- anions. Dimeric units are formed by H-bonding. The crystal structure contains one molecule CH₂Cl₂ per one molecule (C₆H₅)₃PNH₂Cl. The cation has a slightly irregular tetrahedral geometry around the P-atom with a relatively short P-N bond

  摘要：通过三苯基膦与三甲基硅基叠氮化合物在不纯、潮湿的二氯甲烷中反应制备了三苯基膦氯化铵。当加入化学计量的水时，收率得到了提高。通过从同一溶剂中再结晶，得到无色晶体。晶体为三斜晶系，空间群P1̅，Z=2，a=894.6(3) pm，b=979.8(3) pm，c=1142.9(4) pm，α=107.27(3)°，β=93.70(3)°，γ=92.97(3)°。在固态中，该化合物存在[(C6H5)3PNH2]+阳离子和Cl-阴离子。通过氢键形成二聚体单位。晶体结构中每个(C6H5)3PNH2Cl分子中含有一个分子CH2Cl2。阳离子在P原子周围具有略微不规则的四面体几何构型，具有相对较短的P-N键。