trimethyl(2-thiophen-3-ylethynyl)stannane | 849071-14-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: trimethyl(2-thiophen-3-ylethynyl)stannane
• CAS: 849071-14-3
• 化学式: C₉H₁₂SSn
• 分子量: 270.97
• InChiKey: CMSZBIXDBGZOPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,2-双(二乙基磷)乙烷 、 [(η(5)-C5H5)Mn(η(6)-cycloheptatriene)] 、 trimethyl(2-thiophen-3-ylethynyl)stannane 以 甲苯 为溶剂， 以99%的产率得到[(η5-cyclopentadienyl)Mn(1,2-bis(diethylphosphino)ethane)(CC(C4H3S)SnMe3)]
  参考文献：
  名称：

  μ-Carbon−Carbon Bonds of Dinuclear Manganese Half-Sandwich Complexes as Electron Reservoirs

  摘要：

  The mononuclear vinylidene complexes of the type Mn(C5H4R')(R"2PCH2CH2PR"(2))(=C= C(R')(SnMe3)) were obtained by the reaction Of Mn(C5H4R')(eta(6)-cycloheptatriene) (R' = H, 1a; CH3, 1b) with 1 equiv of R-1-C drop C-SnMe3 (R-1 = SnMe3, C6H5, C4H3S, C6H4CH3) and R"2PCH2CH2PR"(2) (R" = CH3 (dmpe), C2H5 (depe)) in toluene at 50degreesC for 3 h. The reactions of these tin-substituted complexes with 1 equiv of 1.0 M TBAF yielded the corresponding parent vinylidene species Mn(C5H4R')(R"2PCH2CH2PR"(2))(=C=C(R-1)(H)). Treatment of some of these vinylidene species with 1 equiv of [Cp2Fe][PF6] led to the oxidative coupling product [(C5H4R')(R"2PCH2CH2PR"(2))MndropC-CHR1-CHR1-CdropMn(R"2PCH2CH2PR"(2))(C5H4R')]-[PF6](2) (R' = CH3, R" = CH3, R-1 = H; R'= CH3, R" = CH3, R-1 = C6H5; R' = CH3, R" = CH3, R-1 = C4H3S; R' = H, R" = C2H5, R-1 = H; R' = H, R" = C2H5, R-1 = C6H5; R' = H, R" C2H5, R-1 = C4H3S). In some cases these products of oxidative coupling, [(C5H4R')(R"2PCH2CH2-PR"(2))Mn drop C-CHR1-CHR1-CdropMn(R"2PCH2CH2PR"(2))(C5H4R')][PF6](2), were accompanied by formation of dinuclear complexes of the type [(C5H4R')(R"2PCH2CH2PR"(2))MndropC-CR1=CR1-CdropMn(R"2PCH2CH2PR"(2))(C5H4R')][PF6](2) and of the cationic carbyne complexes [(C5H4R')(R"2PCH2CH2PR"(2))MndropC-CH2R1] [PF6] obtained by proton transfer. Reduction of these dinuclear complexes with CP2*Co yielded back the corresponding mononuclear precursor complexes involving a reductive decoupling process. Both the reductive coupling and the oxidative coupling are fully reversible, which is supported by DFT calculations. The mononuclear and the dinuclear compounds were characterized by NMR, IR, and cyclic voltammetric studies. X-ray diffraction studies have been performed on complexes 3a, 11, 13a, 15a, and 22b.

  DOI：

  10.1021/om049284c