(1,3,3a,4,7,7a-hexahydro-7-methyl-1,3-dioxoisobenzofuran-5-yl)pyridinebis(dimethylglyoximato)cobalt(III) | 158678-11-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (1,3,3a,4,7,7a-hexahydro-7-methyl-1,3-dioxoisobenzofuran-5-yl)pyridinebis(dimethylglyoximato)cobalt(III)
• 英文别名: 1,3,3a,4,7,7a-hexahydro-7-methyl-1,3-dioxo-isobenzofuran-5-ylpyridinebis(dimethylglyoximato)cobalt(III)
• CAS: 158678-11-6；158706-33-3
• 化学式: C₂₂H₂₈CoN₅O₇
• 分子量: 533.487
• InChiKey: ZXQSLDORMPOBIY-LWDKQTEWSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  (1,3,3a,4,7,7a-hexahydro-7-methyl-1,3-dioxoisobenzofuran-5-yl)pyridinebis(dimethylglyoximato)cobalt(III) 、 三甲基铝 以 四氢呋喃 为溶剂， 以84%的产率得到CoMe(pyridine)(dimethylglyoxime(-1H))2
  参考文献：
  名称：

  Synthesis of Cobalt Substituted 1,3-Diene Complexes with Unusual Structures and Their Exo Selective Diels-Alder Reactions

  摘要：

  The synthesis and characterization (including crystallographic data) of several substituted-pyridine (Rpyr) cobalt bis(dimethylglyoxime) 1,3-butadiene complexes (R = H, tBu, 3,5-diMe, and N,N-dimethylamino) and their Diels-Alder reactions with a variety of dienophiles are reported here. The cobalt-carbon bonds in the Diels-Alder cycloadducts can be cleaved so that cobalt complexes as well as functionalized organic cycloadducts are recovered. Through these cobalt-carbon bond cleavage reactions, cobalt-diene complexes can serve as synthons for a variety of 1,3-dienes such as 1,3-butadiene, 2-(trimethylsiloxy)-1,3-butadiene, iodoprene, (E)-1-methoxy-3-(trimethylsiloxy)-1,3-butadiene (Danishefsky's diene), and 1,2-dichloro-1,3-butadiene. The preparation of several cobalt-substituted 1,2- and 1,3-pentadiene complexes and highly exo-selective Diels-Alder reactions of the 1,3-pentadiene complexes are then discussed followed by demetalation reactions of these more highly substituted cobalt cycloadducts. These demetalation reactions maintain the stereochemical integrity found in the metal cycloadducts and also lead to cobalt recovery.

  DOI：

  10.1021/ja00094a037
• 作为产物：
  描述：

  2-(trimethylacetoxy)-3,4-pentadiene 在 C₅H₅N 、 NaOH 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 水 为溶剂， 生成 (1,3,3a,4,7,7a-hexahydro-7-methyl-1,3-dioxoisobenzofuran-5-yl)pyridinebis(dimethylglyoximato)cobalt(III)
  参考文献：
  名称：

  Synthesis of Cobalt Substituted 1,3-Diene Complexes with Unusual Structures and Their Exo Selective Diels-Alder Reactions

  摘要：

  The synthesis and characterization (including crystallographic data) of several substituted-pyridine (Rpyr) cobalt bis(dimethylglyoxime) 1,3-butadiene complexes (R = H, tBu, 3,5-diMe, and N,N-dimethylamino) and their Diels-Alder reactions with a variety of dienophiles are reported here. The cobalt-carbon bonds in the Diels-Alder cycloadducts can be cleaved so that cobalt complexes as well as functionalized organic cycloadducts are recovered. Through these cobalt-carbon bond cleavage reactions, cobalt-diene complexes can serve as synthons for a variety of 1,3-dienes such as 1,3-butadiene, 2-(trimethylsiloxy)-1,3-butadiene, iodoprene, (E)-1-methoxy-3-(trimethylsiloxy)-1,3-butadiene (Danishefsky's diene), and 1,2-dichloro-1,3-butadiene. The preparation of several cobalt-substituted 1,2- and 1,3-pentadiene complexes and highly exo-selective Diels-Alder reactions of the 1,3-pentadiene complexes are then discussed followed by demetalation reactions of these more highly substituted cobalt cycloadducts. These demetalation reactions maintain the stereochemical integrity found in the metal cycloadducts and also lead to cobalt recovery.

  DOI：

  10.1021/ja00094a037

文献信息

• Simple preparation of cobaloxime dienyl complexes and their exo selective Diels–Alder cycloadducts
  作者：Kerry A Pickin、Jennifer M Kindy、Cynthia S Day、Mark E Welker

  DOI：10.1016/s0022-328x(03)00587-4

  日期：2003.9

  A new method for the synthesis of cobaloxime dienyl complexes (cobaloxime = pyridine(dimethylglyoxime)(2)Co) which involves a zinc-mediated hydrocobaltation of enynes is reported. Use of this dienyl complex synthesis method allows subsequent Diels-Alder reactions of these complexes to be accomplished without isolation of the dienyl complexes. A new silane-based cobaloxime-substituted cycloadduct demetallation protocol is then reported which provides Diels-Alder cycloadducts and cobalt complexes which have been recycled into the zinc-mediated dienyl complex synthesis. (C) 2003 Elsevier B.V. All rights reserved.