1-[2-(二苯基膦)苯基]乙酮 | 50777-63-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-[2-(二苯基膦)苯基]乙酮
• 英文名称: 1-(2-(diphenylphosphanyl)phenyl)ethan-1-one
• 英文别名: 2'-(diphenylphosphino)acetophenone；2-(diphenylphosphino)-acetophenone；(2-acetylphenyl)diphenylphosphine；(o-diphenylphosphino)acetophenone；2-(diphenylphosphino)acetophenone；2-(diphenylphoshino)acetophenone；1-(2-diphenylphosphanylphenyl)ethanone
• CAS: 50777-63-4
• 化学式: C₂₀H₁₇OP
• 分子量: 304.328
• InChiKey: WEIDFFAGYXOYKP-UHFFFAOYSA-N

物化性质

• 熔点：
  137.0-137.5 °C
• 沸点：
  424.4±28.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-[2-(二苯基膦)苯基]乙酮 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 [2-(3-pyrazolyl)phenyl]diphenylphosphine
  参考文献：
  名称：

  含吡唑的N，P和N，P（O）配体对钯（II）的可变配位行为。

  摘要：

  合成了3个基于在一个苯环的邻位带有吡唑基的三苯基膦单元的二齿混合供体配体。N，P配体[2-（3-吡唑基）苯基]二苯基膦膦酸酯已合成并转化为新的N，P（O）和N，P（S）衍生物，[2-（3-吡唑基）苯基]二苯基膦氧化物pzphos（O）和[2-（3-吡唑基）苯基]二苯基膦硫化物pzphos（S）。研究了对膦和对膦对钯（II）的配位化学。取决于钯（II）与pzphos反应中使用的配体与金属的摩尔比，是1：1螯合物[Pd（pzphos）Cl2] 1a还是2：1 N，P螯合物[Pd（pzphos）2]获得Cl 2 1b。1b包含两个六元螯合环，其中的氯化物已从钯的内部配位球中移出。用AgClO4将1b中的氯离子交换为高氯酸根，得到[Pd（pzphos）2] [ClO4] 2 1c。在相同条件下，pzphos（O）的反应会形成2：1加合物[Pd（pzphos（O））2Cl2] 2b，而与金属与配体的

  DOI：

  10.1039/b704051b
• 作为产物：
  描述：

  2-(2-溴苯基)-2-甲基-1,3-二氧戊环 在 对甲苯磺酸 、 magnesium 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 1-[2-(二苯基膦)苯基]乙酮
  参考文献：
  名称：

  Novel phosphine ligands bearing 3(5)-pyrazolyl and 4-(2-amino)pyrimidinyl groups: Synthesis and coordination chemistry

  摘要：

  Novel triphenyl phosphine ligands bearing pyrazole or 2-aminopyrimidine groups in the ortho or meta position of one or three of the phenyl rings were obtained starting from the corresponding acyl derivatives Ph2P(o-C6H4-COCH3), Ph2P(m-C6H4-COCH3), Or P(m-C6H4-COCH3)(3)- Conversion of the acyl groups into 3-dimethylamino-2-propen-l-onyl units was achieved by reaction with HC(O-Me)(2)NMe2 which underwent ring closing with hydrazine or guanidine to yield the desired heterocycles. Two palladium complexes were synthesized using the coordinatively labile precursor (PhCN)(2)PdCl2, one of them could be characterized by X-ray structure analysis. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.08.032

文献信息

• Highly Chemoselective and Versatile Method for Direct Conversion of Carboxylic Acids to Ketones Utilizing Zinc Ate Complexes
  作者：Ryo Murata、Keiichi Hirano、Masanobu Uchiyama

  DOI：10.1002/asia.201500308

  日期：2015.6

  Various carboxylic acids were directly transformed into the corresponding ketones by utilizing organozinc ate complexes, which provide high chemoselectivity without any overreaction to the undesired tertiary carbinol, owing to formation of a stable tetrahedral zincioketal intermediate. This method offers good overall atom/step/pot economy and operational simplicity.

  利用有机锌酸酯络合物将各种羧酸直接转化为相应的酮，由于形成了稳定的四面体锌碘酮中间体，该络合物可提供高化学选择性，而不会与不希望的叔甲醇发生任何反应。该方法提供了良好的总体原子/步骤/罐经济性和操作简便性。
• PREPARATION OF DIAZO AND DIAZONIUM COMPOUNDS
  申请人：Raines Ronald Thaddeus

  公开号：US20100125132A1

  公开（公告）日：2010-05-20

  A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.

  一种制备重氮化合物、其重氮盐和这些化合物的其他保护形式的方法。通过将携带反应性羰基基团的三级膦试剂与偶氮化物反应来制备重氮化合物。该反应还可以生成酰基三氮烯，可以通过热转化或加入碱来形成重氮化合物，或者可以分离出酰基三氮烯。该方法特别适用于将携带一个或多个电子吸引基团的偶氮化物转化为重氮化合物。该方法可以在温和条件下在水性介质中进行，并且特别适用于在生理条件下将偶氮糖转化为重氮化合物和其重氮盐。提供了三级膦试剂，特别是那些水溶性的试剂，以及用于制备这些试剂的前体。
• Synthesis and Characterization of Tridentate Nickel Complexes Bearing P^∧N^∧N and P^∧N^∧P Ligands and Their Catalytic Property in Ethylene Oligomerization
  作者：Junxian Hou、Wen-Hua Sun、Shu Zhang、Hongwei Ma、Yuan Deng、Xiaoming Lu

  DOI：10.1021/om0507979

  日期：2006.1.1

  A series of nickel(II) complexes ligated by the N-(1-(2-(diarylphosphino)phenyl)methylidene)quinolin-8-amines (P∧N∧N) and 2-(diphenylphosphino)-N-[2-(diarylphosphino)benzylidene]anilines (P∧N∧P) were synthesized and characterized by elemental analysis, spectroscopy, and X-ray crystallography. X-ray crystallographic analyses reveal complexes 16 and 20 as having a five-coordinated distorted trigonal-bipyramidal

  一系列镍（II）配合物通过连接Ñ - （1-（2-（二芳基膦）苯基）亚甲基）喹啉-8-胺（P ∧ Ñ ∧ N）和2-（二苯基膦基） - ñ - [2- （二芳基膦）亚苄基]苯胺（P ∧ ñ ∧ P）被合成和表征通过元素分析，光谱和X-射线晶体学。X射线晶体学分析表明，配合物16和20具有五坐标扭曲的三角-双锥体几何形状，而配合物12显示出扭曲的正方形-锥体几何形状，而配合物13则是扭曲的正方形平面。用MAO和AlEtCl 2激活后，这些配合物表现出相当高的乙烯低聚活性（高达1.34×10 6 g·mol - 1（Ni）·h - 1）。发现配体环境和反应条件显着影响催化剂的活性。另外，研究了具有扭曲的四面体配位几何形状的钴类似物，其显示出低的乙烯低聚活性。
• Nickel-Catalyzed Cross-Coupling Reaction of Aryl Fluorides and Chlorides with Grignard Reagents under Nickel/Magnesium Bimetallic Cooperation
  作者：Naohiko Yoshikai、Hiroko Mashima、Eiichi Nakamura

  DOI：10.1021/ja056327n

  日期：2005.12.1

  Nickel-catalyzed cross-coupling of Grignard reagents with aryl (poly)fluorides or (poly)chlorides can be achieved efficiently in the presence of a new triarylphosphine ligand bearing a nearby hydroxy group. The high reactivity and the unique chemoselectivity (ArF > ArOTf > ArSR) of the catalysis have been attributed to synergy of nickel and magnesium atoms preorganized on the ligand, as has been surmised

  在带有附近羟基的新三芳基膦配体的存在下，可以有效地实现格氏试剂与芳基（多）氟化物或（多）氯化物的镍催化交叉偶联。催化的高反应性和独特的化学选择性（ArF > ArOTf > ArSR）归因于预先组织在配体上的镍和镁原子的协同作用，正如根据反应机理的理论模型推测的那样。
• Novel Sulfinyl Imine Ligands for Asymmetric Catalysis
  作者：Laurie B. Schenkel、Jonathan A. Ellman

  DOI：10.1021/ol027468m

  日期：2003.2.1

  [structure: see text] A novel class of P,N-sulfinyl imine ligands has been prepared that incorporates chirality solely at sulfur. The Pd complex of ligand 14 catalyzes the allylic alkylation reaction with high enantioselectivity (94%), and the first crystal structure of a Pd-bound sulfinyl imine provides insight into binding mode and origins of stereoselectivity.

  [结构：见正文]制备了一类新型的P，N-亚磺酰基亚胺配体，该配体仅在硫原子上具有手性。配体14的Pd络合物以高对映选择性（94％）催化烯丙基烷基化反应，Pd结合的亚磺酰基亚胺的第一个晶体结构提供了对结合模式和立体选择性起源的深入了解。