Ni(tricyclohexylphosphane)2(3,4-η2-hex-3-yne) | 1354966-65-6

• 英文名称: Ni(tricyclohexylphosphane)2(3,4-η2-hex-3-yne)
• CAS: 1354966-65-6
• 化学式: C₄₂H₇₆NiP₂
• 分子量: 701.703
• InChiKey: RQTIXJUUDFAAQO-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  bis(1,5-cyclooctadiene)nickel (0) 、 3-己炔 、 三环己基膦 以 四氢呋喃 为溶剂， 以69%的产率得到Ni(tricyclohexylphosphane)2(3,4-η2-hex-3-yne)
  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