2,8-Decadiin-1,1,1,10,10,10-d(6) | 70022-03-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 2,8-Decadiin-1,1,1,10,10,10-d(6)
• 英文别名: 2,8-decadiyne-d6；1,1,1,10,10,10-hexadeuterio-deca-2,8-diyne
• CAS: 70022-03-6
• 化学式: C₁₀H₁₄
• 分子量: 140.174
• InChiKey: KORPQWPYEOSKGV-WFGJKAKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  10.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  [RuCp(SbPh3)(CH3CN)2]PF6 、 2,8-Decadiin-1,1,1,10,10,10-d(6) 以 二氯甲烷 为溶剂， 以82%的产率得到[CpRu(=C2(CD3)C(CH2)4C-η2-CD=CD2)(SbPh3)]PF6
  参考文献：
  名称：

  Metallacyclopentatriene−Butadienyl Carbene Rearrangement in the Oxidative Coupling of Alkynes Mediated by [RuCp(SbR₃)(CH₃CN)₂]⁺ (R = Ph, n-Bu)

  摘要：

  The oxidative coupling of alkynes is investigated as promoted by the half-sandwich compound [RuCp(SbR3)(CH3CN)(2)]PF6 (R = Ph, n-Bu). There are various ways by which the initially formed electrophilic metallacyclopentatriene complex rearranges to a stable product. In the case where the alkyne disposes of an alpha-alkyl substituent, intramolecular 1,2 hydrogen migration leads to a butadienyl carbene complex as obtained by using 2,8-decadiyne or HCequivalent toCCH(2)R' (R' = n-Pr, Ph, OH). A conceivable mechanism for this reaction sequence is established by means of DFT/B3LYP calculations. In line with experiment, the existence of two isomeric butadienyl carbene complexes is proposed. In the case of R' = Ph and OH the butadienyl carbene is not the final product but rearranges to give eta(3)-allyl-vinyl and eta(3)-allylacyl complexes. In the absence of an alpha-alkyl substituent as for HCequivalent toCC(6)H(9), HCequivalent toCC(6)H(10)-OH, and HCequivalent toCCMe(2)OH, eta(3)-butadienyl-vinyl complexes are formed. Finally, from the alkynes HCequivalent toCPh, HCequivalent toCBu(t), and HCequivalent toCSiMe(3) no tractable materials are obtained.

  DOI：

  10.1021/om030039n