3-(3-Nitrophenyl)cyclohexanone

• 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: 3-(3-Nitrophenyl)cyclohexanone
• 英文别名: 3-(3-Nitrophenyl)cyclohexan-1-one
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: UESDUJUVELVSQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-环己烯-1-酮 、 3-硝基苯硼酸 在 [Ir₂(L¹)(1,5-cyclooctadiene)₂](PF₆)₂ 、 potassium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 8.0h， 以32%的产率得到3-(3-Nitrophenyl)cyclohexanone
  参考文献：
  名称：

  具有六齿大环二胺-四卡宾配体的双核铱(I)配合物的合成、结构和催化性能

  摘要：

  合成并表征了四种具有大环二胺-四卡宾配体的双核 Ir I 配合物，其中两个和一个相关的单核配合物被发现是 Ir N-杂环卡宾配合物的第一个例子，对芳基硼酸的 1,4-加成具有催化性能到环己-1-en-2-one。

  DOI：

  10.1002/ejic.201800088

文献信息

• Method of using rhodium quinonoid catalysts
  申请人：Trenkle C. William

  公开号：US20070123715A1

  公开（公告）日：2007-05-31

  In accordance with aspects of the invention methods of using rhodium hydroquinone catalysts for the conjugate addition of boronic acids are disclosed.

  根据发明的某些方面，公开了使用铑对苯二酚催化剂进行硼酸偶联加成的方法。
• Rhodium quinonoid catalysts
  申请人：Sweigart A. Dwight

  公开号：US20070117981A1

  公开（公告）日：2007-05-24

  In accordance with one aspect of the invention a rhodium quinonoid catalyst is disclosed.

  根据发明的某一方面，公开了一种铑醌类催化剂。
• [EN] PROCESS FOR THE PREPARATION OF ENANTIOMERICALLY ENRICHED COMPOUNDS<br/>[FR] PROCEDE DE PREPARATION DE COMPOSES ENRICHIS EN ENANTIOMERES
  申请人：DSM IP ASSETS BV

  公开号：WO2003099745A1

  公开（公告）日：2003-12-04

  Process for the preparation of enantiomerically enriched compounds with Formula Ar-C(R1)-C(R2)-Z wherein Ar represents an optionally substituted (hetero)aryl group, R1 and R2, each independently, represent H, an alkyl, (hetero)aryl, dialkylamino, amido, thioether, alkoxy or aryloxy group with the proviso that not both R1 and R2 represent H, or R1 and R2 form together with the C-atoms to which they are bound a (hetero)alkyl or (hetero) alkenyl ring and Z represents an electron withdrawing group, in which process a boronic acid derivate of Formula Ar-B(OR3)OR4 or its anhydride, wherein Ar is as described above and R3 and R4, each independently, represent H or an alkyl group, is reacted with an olefinic unsaturated compound with Formula R2 - C = C - (R1)Z, wherein R1, R2 and Z are as described above, in the presence of a transition metal catalyst comprising a transition metal chosen from Cu and group VIII of the Periodic Table and an enantiomerically enriched ligand L, having the Formula (I) where Cn together with the two O-atoms and the P-atom forms a substituted or non-substituted ring with 2-6 C-atoms, R5 and R6 each independently stand for H, an optionally substituted alkyl, aryl, alkaryl, or aralkyl group, or represent the group with Formula (II) wherein Cn1 may have the same meanings as given for Cn and B represents a bridging group, or R5 and R6 may form a heterocyclic ring together with the N-atom to which they are bound.

  制备具有Ar-C(R1)-C(R2)-Z式的对映富集化合物的过程，其中Ar代表可选择取代的(杂)芳基团，R1和R2分别独立地代表H、烷基、(杂)芳基、二烷基氨基、酰胺、硫醚、烷氧基或芳氧基团，但R1和R2不同时代表H，或者R1和R2与它们结合的C原子一起形成(杂)烷基或(杂)烯基环，Z代表一个电子吸引基团，在该过程中，以Formula Ar-B(OR3)OR4或其酐的硼酸衍生物为反应物，其中Ar如上所述，R3和R4分别独立地代表H或烷基团，与Formula R2 - C = C - (R1)Z的烯烃不饱和化合物反应，其中R1、R2和Z如上所述，在Cu和周期表第VIII族的过渡金属选择的过渡金属催化剂存在下，以对映富集的配体L为特征，其具有Formula (I)，其中Cn与两个氧原子和磷原子一起形成具有2-6个C原子的取代或非取代环，R5和R6分别独立地代表H、可选择取代的烷基、芳基、烷芳基或芳基基团，或代表具有Formula (II)的基团，其中Cn1可能具有与Cn相同的含义，B代表一个桥联基团，或者R5和R6可以与它们结合的N原子一起形成一个杂环。
• A New Catalytic Activity of Antimony(III) Chloride in Palladium(0)-Catalyzed Conjugate Addition of Aromatics to .alpha.,.beta.-Unsaturated Ketones and Aldehydes with Sodium Tetraphenylborate and Arylboronic Acids
  作者：Chan Sik Cho、Shin-ichi Motofusa、Kouichi Ohe、Sakae Uemura、Sang Chul Shim

  DOI：10.1021/jo00109a019

  日期：1995.2

  A remarkable catalytic effect of antimony(III) chloride is disclosed in palladium(0)-catalyzed conjugate addition of aromatics to alpha,beta-unsaturated ketones and aldehydes with sodium tetraphenylborate and arylboronic acids in acetic acid at 25 degrees C. Several other metal chlorides such as AlCl3, SnCl4, AsCl3, TiCl4, FeCl3, MoCl5, and CeCl3 are also effective in some cases, but SbCl3 is the salt of choice. Two key steps are proposed for this reaction: one is the oxidative addition of a C-B bond to Pd(0) forming an arylpalladium species, and the other is the formation of an antimony enolate derived from the initial coordination of SbCl3 to the carbonyl oxygen of an organopalladium intermediate.
• Synthesis, Structures, and Catalytic Properties of Dinuclear Iridium(I) Complexes with a Hexadentate Macrocyclic Diamine‐Tetracarbene Ligand
  作者：Fan Fei、Taotao Lu、Chu‐Fan Yang、Xue‐Tai Chen、Zi‐Ling Xue

  DOI：10.1002/ejic.201800088

  日期：2018.4.17

  Four dinuclear Ir I complexes with macrocyclic diamine‐tetracarbene ligands were synthesized and characterized, two of which and a related mononuclear complex were found to be the first examples of Ir N‐heterocyclic carbene complexes exhibiting catalytic performance toward 1,4‐addition of arylboronic acids to cyclohex‐1‐en‐2‐one.

  合成并表征了四种具有大环二胺-四卡宾配体的双核 Ir I 配合物，其中两个和一个相关的单核配合物被发现是 Ir N-杂环卡宾配合物的第一个例子，对芳基硼酸的 1,4-加成具有催化性能到环己-1-en-2-one。