bis(2-thiophenyl)dichlorogermanium | 119708-55-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 金属芳基
• 英文名称: bis(2-thiophenyl)dichlorogermanium
• 英文别名: di(2-thienyl)dichlorogermane；dithienyldichlorogermane；dichloro(dithiophen-2-yl)germane
• CAS: 119708-55-3
• 化学式: C₈H₆Cl₂GeS₂
• 分子量: 309.764
• InChiKey: GWGCAVGJFXCWKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-二叔丁基邻苯二酚 、 bis(2-thiophenyl)dichlorogermanium 在 (C₂H₅)3N 作用下， 以 苯 为溶剂， 以59%的产率得到(C₄H₃S)2GeO₂C₆H₂(C(CH₃)3)2
  参考文献：
  名称：

  Synthesis and characterization of Group 14 elements—dithienylsulfur cycloadducts and oligomers

  摘要：

  The reactions of various organometallic dichlorides R2MCl2 (R = Bu, Ph; M = Si, Ge, Sn) with 2,2'-dilithio 3,3'-dithienylsulfur were described. They gave simultaneously cycloadducts and oligomers. The X-ray crystal structure of the heterocycle 3b shows a slightly distorted six-membered ring with the two heteroatoms (sulfur and germanium) in a boat conformation. The molecular weights of the oligomers were determined by size exclusion chromatography. Starting from metal divalent species, insoluble oligomers were obtained. The presence of bivalent metallic sites in these chains was verified by cycloaddition reaction with 3,5-di-t-butyl orthoquinone. Electrical studies show that these non-doped oligomers behave as semi-conductors. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0020-1693(00)00111-0
• 作为产物：
  描述：

  2-(甲基二氯甲硅烷基)噻吩 、 四氯化锗 在 aluminum (III) chloride 作用下， 反应 4.0h， 以62%的产率得到(2-thienyl)trichlorogermane
  参考文献：
  名称：

  Reaction of tetrachlorogermane with thienyl- and phenylchlorosilanes in presence of aluminum chloride. Synthesis of thienylchlorogermanes

  摘要：

  Reaction of tetrachlorogermane with 2-thienylchlorosilane and methyl(2-thienyl)dichlorosilane in presence of AlCl3 is studied. It was shown that in the reaction with 2-thienyltrichlorosilane 2-thienyltrichlorogermane mainly formed, while in the reactions with methyl(2-thienyl)dichlorosiulane aromatic germaniumcontaining compounds like 2-thienyltrichlorogermane and di(2-thienyl)dichlorogermane were obtained. Quantum-chemical calculations showed that the reaction of chlorine atoms exchange in GeCl4 with aromatic moiety formed from arylchlorosilanes in the presence of AlCl3 proceeds through a four-membered activated complex.

  DOI：

  10.1134/s1070363214020212

文献信息

• Polymeric organogermanium systems. Synthesis of poly[(germanediyl)thiophenes or furans] and poly[bis(2-thienyl)germanium]
  作者：J Barrau、G Rima、A Akkari、J Satge

  DOI：10.1016/s0020-1693(96)05521-1

  日期：1997.7

  The syntheses of the polycarbogermanes poly[2,5-(dimethylgermyl)thiophene] (1), poly[bis(2-thienyl)germanium or tin] (2,3) and poly[2,5-bis(2-thienylgermyl)thiophene] (4) by condensation between anionic species of thiophene and dichlorometal compounds are described. In addition to the polymers 1 and 4 macrocyclic tetramers 5 and 6 are produced in the same reactions. Alternative syntheses of the macrocyclic [1(4)]dimethylgerma-2,5-thiophenocalixarene (5) and [1(4)]dimethylgerma-2,5-furanocalixarene (7) were investigated. The coordination properties of heteroelements in these macrocyles are illustrated through the reaction of 7 with SnCl2.