2'-benzoyl[1,1'-biphenyl]-2-carbonitrile | 858035-56-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2'-benzoyl[1,1'-biphenyl]-2-carbonitrile
• 英文别名: [1,1'-Biphenyl]-2-carbonitrile, 2'-benzoyl-；2-(2-benzoylphenyl)benzonitrile
• CAS: 858035-56-0
• 化学式: C₂₀H₁₃NO
• 分子量: 283.329
• InChiKey: MIBLERWNERGQNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 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：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基二苯甲酮 在 lithium chloro-isopropyl-magnesium chloride 、 potassium nitrite 、 氢溴酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.67h， 生成 2'-benzoyl[1,1'-biphenyl]-2-carbonitrile
  参考文献：
  名称：

  多官能芳基铜试剂与芳基溴化物和氯化物的钴（II）催化交叉偶联。

  摘要：

  DOI：

  10.1002/anie.200500099

文献信息

• Cobalt-Catalyzed Cross-Coupling Reactions of Heterocyclic Chlorides with Arylmagnesium Halides and of Polyfunctionalized Arylcopper Reagents with Aryl Bromides, Chlorides, Fluorides and Tosylates
  作者：Paul Knochel、Tobias Korn、Matthias Schade、Murthy Cheemala、Stefan Wirth、Simon Guevara、Gérard Cahiez

  DOI：10.1055/s-2006-950290

  日期：2006.11

  A range of aromatic organocopper or organomagnesium compounds undergo smooth cross-coupling reactions with aryl bromides, chlorides, fluorides and tosylates, leading to polyfunctionalized aromatics or heterocycles in the presence of cobalt salts (5-7.5 mol%) as catalysts. Very mild reaction conditions are needed and, in the case of cross-coupling with organocopper compounds, Bu4NI (1 equiv) and 4-fluorostyrene (20 mol%) are essential as promoters for successful couplings.

  一系列芳香族有机铜或有机镁化合物与芳基溴、氯、氟及托烯磺酸酯进行平滑的交叉偶联反应，在钴盐（5-7.5 mol%）作为催化剂的情况下，产生多功能化的芳香族化合物或杂环化合物。反应条件非常温和，且在与有机铜化合物交叉偶联的情况下，四丁基氮化铵（1当量）和4-氟苯乙烯（20 mol%）是成功偶联所必需的促进剂。
• CATALYST FOR ASYMMETRIC TRANSFER HYDROGENATION
  申请人：DSM N.V.

  公开号：EP1227883A1

  公开（公告）日：2002-08-07
• [EN] CATALYST FOR ASYMMETRIC TRANSFER HYDROGENATION<br/>[FR] CATALYSEUR POUR HYDROGENATION PAR TRANSFERT ASYMETRIQUE
  申请人：DSM NV

  公开号：WO2001023088A1

  公开（公告）日：2001-04-05

  The invention relates to a catalyst for asymmetrical transfer hydrogenation on the basis of a transition metal compound and a nitrogen-containing enantiomerically enriched ligand. The invention also relates to various processes for the preparation of enantiomerically enriched compounds using the catalyst according to the invention. In the catalyst according to the invention the transition metal is iridium, ruthenium, rhodium or cobalt and the enantiomerically enriched ligand contains sulphur in the form of a thioether or a sulphoxide, the sulphur being bound to the nitrogen via two or more carbon atoms. Surprisingly, it has been found that with the catalyst according to the invention a high conversion in a good enantiomeric excess of the enantiomerically enriched compound can be obtained. It has been found, in addition, that the catalyst with iridium as metal is also very stable in formic acid, so that formic acid can be used as the hydrogen donor, making the reaction irreversible and thereby allowing it to run to completion so that higher substrate concentrations can be used.