bis<4-(dimethylamino)phenyl>phenylphosphine | 1100-11-4

• 物质功能分类: 有机原料 - 有机膦化合物
• 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: bis<4-(dimethylamino)phenyl>phenylphosphine
• 英文别名: bis(p-N,N-dimethylaminophenyl)phenylphosphane；Bis-(4-dimethylaminophenyl)-phenyl-phosphin；bis(p-dimethylaminophenyl)phenylphosphine；bis-(dimethylaminophenyl)-phenylphosphine；tetra-N-methyl-4,4'-phenylphosphanediyl-bis-aniline；Bis-<4-Dimethylaminophenyl>-phenylphosphin；Benzenamine, 4,4'-(phenylphosphinidene)bis[N,N-dimethyl-；4-[[4-(dimethylamino)phenyl]-phenylphosphanyl]-N,N-dimethylaniline
• CAS: 1100-11-4
• 化学式: C₂₂H₂₅N₂P
• 分子量: 348.428
• InChiKey: PSVLQPNUBVIRPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2921590090

反应信息

• 作为反应物：
  描述：

  bis<4-(dimethylamino)phenyl>phenylphosphine 以4%的产率得到
  参考文献：
  名称：

  VAN, DOORN JOHANNES A.;MEIJBOOM, NICO, J. CHEM. SOC. CHEM. COMMUN.,(1987) N 22, 1700-1701

  摘要：

  DOI：
• 作为产物：
  描述：

  [4-(二甲基氨基)苯基]锂 、 苯基二氯化磷 以 乙醚 为溶剂， 反应 2.0h， 以71%的产率得到bis<4-(dimethylamino)phenyl>phenylphosphine
  参考文献：
  名称：

  Doorn, Johannes A. van; Frijns, John H. G.; Meijboom, Nico, Recueil des Travaux Chimiques des Pays-Bas, 1991, vol. 110, # 11, p. 441 - 449

  摘要：

  DOI：

文献信息

• Triphenyl-phosphine and -arsine analogues which facilitate the electrospray mass spectrometric analysis of neutral metal complexes
  作者：Corry Decker、William Henderson、Brian K. Nicholson

  DOI：10.1039/a906010c

  日期：——

  The six triarylphosphines PPhn(C6H4OMe-p)3–n and PPhn(C6H4NMe2-p)3–n(n = 0–3) and the arsine As(C6H4OMe-p)3 (L) have been synthesized and examined for their use in the electrospray mass spectrometric (ESMS) study of metal complexes. This has been tested with selected examples of the complexes [Mo(CO)4L2], [Fe(CO)3L2], [Fe(CO)4L], [Ru3(CO)9L3], cis-[PtCl2L2], [PdCl2L2] and [AuCl(L)]. All of the metal carbonyl complexes of these ligands gave [M + H]+ ions in their spectra, while in contrast the analogous PPh3 complexes do not, suggesting that these electrospray-friendly ligands should be useful for the characterisation of a wide range of complexes by ESMS. The incorporation of the ligands into metal halide complexes however does not allow the observation of [M + H]+ ions, with ions formed by the previously reported halide-loss mechanism being the only ones observed.

  已经合成了六种三芳基膦 PPhn(C6H4OMe-p)3–n 和 PPhn(C6H4NMe2-p)3–n（n = 0–3）以及胂 As(C6H4OMe-p)3 (L)，并对其在电喷雾质谱（ESMS）研究金属配合物中的应用进行了考察。通过选择的配合物实例进行了测试，包括 [Mo(CO)4L2]、[Fe(CO)3L2]、[Fe(CO)4L]、[Ru3(CO)9L3]、顺式-[PtCL2L2]、[PdCL2L2] 和 [AuCl(L)]。所有这些配体的金属羰基配合物在其谱图中都生成了 [M + H]+ 离子，而相比之下，类似的 PPh3 配合物则没有，这表明这些对电喷雾友好的配体应有助于通过 ESMS 表征广泛的配合物。然而，将这些配体结合到金属卤化物配合物中并不能观察到 [M + H]+ 离子，仅能观察到之前报道的卤素损失机制形成的离子。
• Birch reduction of arylphosphines
  作者：Johannes A. van Doorn、Nico Meijboom

  DOI：10.1039/c39870001700

  日期：——

  In contrast to unsubstituted tri(aryl)phosphines, bis(p-dimethylaminophenyl)phenylphosphine is not cleaved by sodium in liquid ammonia; instead, the hitherto unknown Birch product is formed via an intermediary phosphinocyclohexadienyl anion.

  与未取代的三（芳基）膦相反，双（对二甲氨基苯基）苯基膦在液态氨中不被钠裂解；相反，迄今未知的桦木产物是通过中间的膦基环己二烯基阴离子形成的。
• Novel diaryl phosphides
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：EP0290075A2

  公开（公告）日：1988-11-09

  Novel alkali metal diaryl phosphides of the general formula (R₁₁)₂PM, wherein M represents an alkali metal and R₁₁ is an aryl group having one or more polar substituents which, in respect to the phosphorus atom, occupy the para position and in addition to this position can occupy no other position than either one or both of the meta positions.

  通式为(R₁₁)₂PM 的新型碱金属二芳基膦化物，其中 M 代表碱金属，R₁₁ 是芳基，该芳基具有一个或多个极性取代基，相对于磷原子而言，这些取代基占据对位，除此以外，除了一个或两个元位之外，不能占据任何其他位置。
• New chiral phosphinopyrrolidine compounds and their use for asymmetric synthesis of optically active compounds
  申请人：FUJI YAKUHIN KOGYO KABUSHIKI KAISHA

  公开号：EP0336123A2

  公开（公告）日：1989-10-11

  New chiral phosphinopyrrolidine compounds of the general formula: wherein R¹ is hydrogen or -COA¹, -COOA², -CONHA³, -SO₂A⁴ or -PO(A⁵)₂, A¹, A², A³, A⁴, and A⁵ each represents independently alkyl or pharyl, R² is phenyl, di(lower-­alkyl)aminophenyl, lower-alkoxyphenyl or 3,5-dimethyl-4-­methoxyphenyl, and R³ is phenyl, lower-alkylphenyl, di(lower-alkyl)aminophenyl, lower-alkoxyphenyl or 3,5-­dimethyl-4-methoxyphenyl, with the proviso that R² and R³ may not simultaneously be phenyl, p-di(lower-alkyl)-­ aminophenyl or p-lower-alkoxyphenyl, as well as the use of these compounds as ligand for a metal complex catalyst for asymmetric synthesis of optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.

  通式如下的新型手性膦基吡咯烷化合物： 其中 R¹ 是氢或 -COA¹、-COOA²、-CONHA³、-SO₂A⁴ 或 -PO(A⁵)₂，A¹、A²、A³、A⁴ 和 A⁵ 各自独立地代表烷基或芳基、R² 是苯基、二（低级烷基）氨基苯基、低级烷氧基苯基或 3,5-二甲基-4-甲氧基苯基，而 R³ 是苯基、低级烷基苯基、二（低级烷基）氨基苯基、低级烷氧基苯基或 3,5-二甲基-4-甲氧基苯基、这些化合物还可用作金属络合物催化剂的配体，用于光学活性化合物的不对称合成。新的手性磷吡咯烷化合物是有用的配体，在催化不对称还原反应中既能获得高光学产率，又能获得高反应效率。
• Shvets, A. A.; Goncharova, L. A.; Osipov, O. A., Journal of general chemistry of the USSR, 1981, vol. 51, # 3, p. 512 - 514
  作者：Shvets, A. A.、Goncharova, L. A.、Osipov, O. A.

  DOI：——

  日期：——