isopropenylacetylene, dicobalt-hexacarbonyl complex | 40698-46-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: isopropenylacetylene, dicobalt-hexacarbonyl complex
• 英文别名: Carbon monoxide;cobalt;2-methylbut-1-en-3-yne
• CAS: 40698-46-2
• 化学式: C₁₁H₆Co₂O₆
• 分子量: 352.151
• InChiKey: GZZOHVUTEPRSSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.97
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  isopropenylacetylene, dicobalt-hexacarbonyl complex 、 乙酰乙酸甲酯 在 copper diacetate 、 manganese triacetate 作用下， 以 溶剂黄146 为溶剂， 以19.1%的产率得到4-methoxycarbonyl-2-ethynyl-2,5-dimethyl-2,3-dihydrofuran
  参考文献：
  名称：

  μ-[3-4-η-(1-Alken-3-yne)hexacarbonyldicobalt complexes: Radical cyclocondensation mediated by manganese(III) acetate

  摘要：

  A regioselective pathway for the radical reaction of 1-alken-3-ynes with beta-dicarbonyl compounds, mediated by Mn(OAc)3, can be achieved by protection of the substrate triple bond with a hexacarbonyldicobalt moiety. Dihydrofuran and hexahydrobenzofuran derivatives are formed by intermolecular oxidative cyclization of intermediate cobalt-complexed propargyl radicals.

  DOI：

  10.1016/0022-328x(92)83037-i
• 作为产物：
  描述：

  dicobalt octacarbonyl 、 2-甲基-1-丁烯-3-炔 以 not given 为溶剂， 生成 isopropenylacetylene, dicobalt-hexacarbonyl complex
  参考文献：
  名称：

  Wender, I.; Sternberg, H. W.; Friedel, R. A., 1962, # 600, p. 21 - 26

  摘要：

  DOI：
• 作为试剂：
  描述：

  乙酰乙酸甲酯 在 isopropenylacetylene, dicobalt-hexacarbonyl complex 、 manganese triacetate 作用下， 生成 4-carbomethoxy-2-ethynyl-2,5-dimethyl-2,3-dihydrofuran
  参考文献：
  名称：

  μ-[3-4-η-(1-Alken-3-yne)hexacarbonyldicobalt complexes: Radical cyclocondensation mediated by manganese(III) acetate

  摘要：

  A regioselective pathway for the radical reaction of 1-alken-3-ynes with beta-dicarbonyl compounds, mediated by Mn(OAc)3, can be achieved by protection of the substrate triple bond with a hexacarbonyldicobalt moiety. Dihydrofuran and hexahydrobenzofuran derivatives are formed by intermolecular oxidative cyclization of intermediate cobalt-complexed propargyl radicals.

  DOI：

  10.1016/0022-328x(92)83037-i

文献信息

• Reactions of Co2(CO)8 with RC2R′ alkynes part II. Synthesis of Co2(CO)6(RC2R′) complexes; oligomerization or cyclotrimerization reactions of substituted acetylenes
  作者：Roberto Giordano、Enrico Sappa、Giovanni Predieri

  DOI：10.1016/0020-1693(94)04169-v

  日期：1995.1

  asymmetrically substituted alkynes lead to complexes Co2(CO)6(RC2R′) (1). These catalyze the cyclotrimerization of alkynes to substituted benzenes. Here we report on the synthesis and characterization of some new complexes 1 and on their reactivity with an excess of alkynes in relatively mild conditions; the characterization of new intermediate Co2(CO)4(RC2R′)3 flyover derivatives (complexes 2) and the

  Co2（CO）8与不对称取代的炔烃的反应生成配合物Co2（CO）6（RC2R'）（1）。这些催化炔烃到取代苯的环三聚。在这里，我们报道了一些新的配合物的合成和表征1，以及它们在相对温和的条件下与过量炔烃的反应性。报道并评论了新的中间体Co2（CO）4（RC2R'）3天桥衍生物（配合物2）的表征以及一些对称和不对称取代的苯的合成。在某些情况下，获得的是炔烃低聚物而不是环三聚体。反应在很大程度上取决于催化剂的类型，所采用的条件以及炔烃上取代基的空间和电子效应，
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Co: Org.Verb.2, 2.2.2.5, page 87 - 101
  作者：

  DOI：——

  日期：——
• Acetylenic Dicobalt Hexacarbonyls. Organometallic Compounds Derived from Alkynes and Dicobalt Octacarbonyl^1,2
  作者：Harold Greenfield、Heinz W. Sternberg、Robert A. Friedel、John H. Wotiz、Raymond Markby、Irving Wender

  DOI：10.1021/ja01582a036

  日期：1956.1
• Methylenecyclopropane in the [2+2+1]-cycloaddition reaction with dicobalt-hexacarbonyl complexes of acetylenes
  作者：S. L. Kireev、V. A. Smit、O. M. Nefedov

  DOI：10.1007/bf00957787

  日期：1989.9
• A novel approach towards the preparation of functionalized alkyne derivatives via ArS-mediated AdE reaction of cobaltcarbonyl complexed conjugated enynes
  作者：Vasily V. Tumanov、Georgy V. Zatonsky、William A. Smit

  DOI：10.1016/j.tet.2010.01.060

  日期：2010.3

  A unified protocol of three-component coupling of arenesulfenyl chloride, dicobalthexacarbonyl complexed conjugated enynes. and nucleophiles of pi-donor type is applied for the synthesis of functionalized alkynes (C) 2010 Elsevier Ltd All rights reserved