Ni[C(Et)=C(Et)-COO](1,2-bis(diphenylphosphino)ethane) | 1354966-66-7

• 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: Ni[C(Et)=C(Et)-COO](1,2-bis(diphenylphosphino)ethane)
• 英文别名: Ni[C(Et)=C(Et)-COO](dppe)
• CAS: 1354966-66-7
• 化学式: C₃₃H₃₄NiO₂P₂
• 分子量: 583.269
• InChiKey: KUWANOBTXSBKEL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  Ni[C(Et)=C(Et)-COO](2,2'-bipyridine) 、 1,2-双(二苯基膦)乙烷 以 四氢呋喃 为溶剂， 以92%的产率得到Ni[C(Et)=C(Et)-COO](1,2-bis(diphenylphosphino)ethane)
  参考文献：
  名称：

  Nickelacyclic carboxylates derived from 3-hexyne and CO2 and their application in the synthesis of a new muconic acid derivative

  摘要：

  The mononuclear unsaturated nickelalactones [Ni{C(Et)=C(Et)-COO}( DBU)(2)] (1) and [Ni{C(Et)=C(Et)-COO}(dcpe)] (2) were synthesized by oxidative coupling of CO2 and 3-hexyne at zero-valent nickel in presence of DBU or dpce, respectively. Attempts to use Cy3P or dppe as ligands in this reaction gave the zero-valent complex [Ni(cy(3)P)(2)(eta(2)-3-hexyne)] (3) and the well known [Ni(dppe)(2)] instead. However, the dppe stabilized unsaturated nickelalactone [Ni{C(Et)=C(Et)-COO}(dppe)] (4) was synthesized from the corresponding 2,2'-bipyridine complex by ligand displacement with dppe. Complex 1 is a useful synthon for the synthesis of carboxylic acid derivatives, as shown by its reaction with NBS leading to 3-bromo-2-ethyl-pent-2-enoic acid in good yield. On the contrary, the reaction between [Ni{C(Et)=C(Et)-COO}(bipy)] and NBS gave the hitherto unknown 2-(2,3,4-triethyl-5-oxo-2,5-dihydrofuran-2-yl)butyric acid (5) as major product. Compounds 1-5 were structurally investigated by NMR and IR spectroscopy and in the solid state by X-ray diffraction analysis of single crystals. (c) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.05.047