[(1,3-butadiene-2-yl)(pyridine)bis(dimethylglyoximato)cobalt(III)] | 142617-67-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: [(1,3-butadiene-2-yl)(pyridine)bis(dimethylglyoximato)cobalt(III)]
• CAS: 142617-67-2
• 化学式: C₁₇H₂₄CoN₅O₄
• 分子量: 421.402
• InChiKey: ULEJBEOZHXRHRK-DVTASQICSA-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-butadiene-2-yl)(pyridine)bis(dimethylglyoximato)cobalt(III)] 在 dimethyl methyleneacrylate 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到[(C6H7(COOCH3)2)(pyridine)bis(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
• 作为产物：
  描述：

  cobalt(II) chloride hexahydrate 、 二甲基乙二醛肟 、 buta-2,3-dienyl 4-methylbenzenesulfonate 在 C₅H₅N 、 NaOH 作用下， 以 吡啶 、 甲醇 、 水 为溶剂， 以75%的产率得到[(1,3-butadiene-2-yl)(pyridine)bis(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

• [6 + 4] and [4 + 2] Cycloaddition Reactions of Cobaloxime 1,3-Dienyl Complexes and Tropones
  作者：Ramakrishna R. Pidaparthi、Mark E. Welker、Cynthia S. Day

  DOI：10.1021/om050983e

  日期：2006.2.1

  to participate in cycloaddition reactions with a variety of tropones. In general, tropones that do not contain electron-withdrawing substituents react with dienyl complexes via [6 + 4] cycloaddition and tropones that are substituted with at least one additional electron-withdrawing group react via [4 + 2] cycloaddition. Both types of metal-substituted cycloadducts ([6 + 4] and [4 + 2]) presented here

  1,3-二烯-2-基（Rpyr）双（二甲基乙二酰肟基）钴（III）配合物（R = H，NMe 2）已显示出与多种托酮的环加成反应。通常，不包含吸电子取代基的托克酮通过[6 + 4]环加成与二烯基配合物反应，被至少一个另外的吸电子基团取代的托克酮通过[4 + 2]环加成反应。本文介绍的两种类型的金属取代的环加合物（[6 + 4]和[4 + 2]）也已通过X射线晶体学表征。