Diphenyl--phosphin | 14825-31-1

• 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: Diphenyl--phosphin
• 英文别名: N-(4-bromophenyl)-1-diphenylphosphanylmethanethioamide
• CAS: 14825-31-1
• 化学式: C₁₉H₁₅BrNPS
• 分子量: 400.279
• InChiKey: PLZHNLDNPAXRDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  44.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯基膦 、 4-溴苯基异硫氰酸酯 以 neat (no solvent) 为溶剂， 反应 0.33h， 生成 Diphenyl--phosphin
  参考文献：
  名称：

  膦甲酰胺和膦甲硫酰胺的合成、表征及其与钯(II)配合物的络合

  摘要：

  异氰酸酯/异硫氰酸酯与伯膦和仲膦在室温下无溶剂反应，分别以优异的收率得到膦甲酰胺/膦甲硫酰胺。此外，使钯络合物Pd(COD)Cl 2与Ph 2 PC(O)NHPh ( 1a ) 反应得到[Pd{Ph 2 PC(O)NHPh-κ P } 2 Cl 2 ] ( 3 )。另一方面，Pd(COD)Cl 2与 1 eq 的反应。Ph 2 PC(S)NHPh ( 2a ) 得到 [PdCl 2 {Ph 2 PC(S)NHPh-κ P,S }] ( 4）。在1:2摩尔比的情况下，形成[PdCl{Ph 2 PC(S)NHPh-κ P,S }{Ph 2 PC(S)NHPh-κ P }]Cl ( 5 )。使用多元素核磁共振测量和元素分析对新获得的化合物进行了全面表征。此外，Ph 2 PC(O)NH(CH 2 ) 2 Cl ( 1j )、Ph 2 PC(S)NHPh(4-Cl) ( 2c ) 和3 – 5的分子结构采用单晶测定X射线衍射。

  DOI：

  10.3390/molecules27175564

文献信息

• Synthesis of Bis(NHC)-Based CNC-Pincer Rare-Earth-Metal Amido Complexes and Their Application for the Hydrophosphination of Heterocumulenes
  作者：Xiaoxia Gu、Lijun Zhang、Xiancui Zhu、Shaowu Wang、Shuangliu Zhou、Yun Wei、Guangchao Zhang、Xiaolong Mu、Zeming Huang、Dongjing Hong、Feng Zhang

  DOI：10.1021/acs.organomet.5b00628

  日期：2015.9.28

  The bis(NHC) (NHC = N-heterocyclic carbene)-based CNC-pincer rare-earth-metal amido complexes LRE[N(SiMe3)(2)](2) (L = 4-CH3-2-R-[N(CH)(2)CN]}C6H3](2)N; L2, R = CH3; L3, R = CH(CH3)(2)) were synthesized and characterized, and their catalytic activities toward hydrophosphination of heterocumulenes were developed. Reactions of bis[2-(3-methylimidazolium)-4-methylphenyl]amine diiodide (H3L2I(2)) or bis[2-(3-isopropylimidazolium)-4-methylphenyl]amine diiodide (H3L2I(2)) with 5 equiv of NaN(SiMe3)(2) followed by treatment with 1 equiv of RECl3 in THF at -78 C afforded the bis(NHC)-based CNC-pincer rare-earth-metal amido complexes LRE[N(SiMe3)(2)](2) (L2 = [4-CH3-2-CH3-[N(CH)(2)CN]}C6H3](2)N, RE = Y (1), Eu (2), Er (3); L-3 = [4-CH3-2-(CH3)(2)CH-[N(CH)(2)CN]}C6H3](2)N, RE = Y (4), Er (5), Yb (6)). Complexes 46 can also be prepared by stepwise reactions of H3L-3I-2 with n-BuLi in THF followed by reactions with [(Me3Si)2N]3RE(mu-Cl)Li(THF)3. Stepwise reactions of H3L3I(2) with n-BuLi in THF followed by treatment with [(Me3Si)(2)N](3)RE(mu-Cl)Li(THF)(3) generated the bis(NHC)-based CNC-pincer rare-earth-metal amido complexes L2RE[N-(SiMe3)(2)](2) (RE = Y (1), Er (3)) together with the fused-heterocyclic compound 3,8,9-trimethyl-8a,9-dihydro-8H-benzo[4,5]imidazo[2',1':2,3]imidazo[1,2-a]imidazo[2,1-c]quinoxaline (7), which formed through carbene CC and CN coupling. Attempts to prepare complexes of the type LRE[N(SiMe3)(2)](2) by reaction of H3L3I(2) with [(Me3Si)(2)N](3)Yb(mu-Cl)Li(THF)(3) in THF, however, afforded mixed complexes of the bis(NHC)-based CNC-pincer ytterbium complex L3Yb[N(SiMe3)(2)](2) (6) and the unexpected bis(NHC)-based CNC-pincer monoamido ytterbium iodide L3YbI[N(SiMe3)(2)] (8). Investigation of the catalytic activity of complexes 16 and 8 indicated that all complexes displayed high activity toward the addition of the phosphine PH bond to heterocumulenes, producing the corresponding phosphaguanidines, phosphaureas, and phosphathioureas, which represents the first example of bis(NHC)-based CNC-pincer type rare-earth-metal amido complexes as catalysts for the catalytic addition of the phosphine PH bond to heterocumulenes with high efficiency in the presence of a low catalyst loading at room temperature