2-Ethynyl-5-[2-(5-ethynylthiophen-2-yl)ethynyl]thiophene | 207598-85-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-Ethynyl-5-[2-(5-ethynylthiophen-2-yl)ethynyl]thiophene
• 英文别名: 2-ethynyl-5-[2-(5-ethynylthiophen-2-yl)ethynyl]thiophene
• CAS: 207598-85-4
• 化学式: C₁₄H₆S₂
• 分子量: 238.334
• InChiKey: FGIRIULARPHNFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  4
• 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：

  2-Ethynyl-5-[2-(5-ethynylthiophen-2-yl)ethynyl]thiophene 、 二乙胺基三甲基锡 以 neat (no solvent) 为溶剂， 以99%的产率得到
  参考文献：
  名称：

  Combined Use of Palladium-Catalyzed Carbon−Carbon and Metal−Carbon Bond Formations for the Construction of Poly(metallaacetylide) Tethers

  摘要：

  The reaction between (eta(5)-C5H4I)Fe(CO)(2)CH3 (2) and 2,5-bis[(trimethylstannyl)ethynyl]thiophene in the presence of palladium affords the iron dimer CH3(CO)(2)Fe(eta(5)-C5H4)C=CC=CHSCH=CC=C(eta(5)-C5H4)Fe(CO)(2)CH3 (4), which upon treatment with I-2 is transformed to the corresponding diiodide I(CO)(2)Fe(eta(5)-C5H4)C=CC=CHSCH=CC=C(eta(5)-C5H4)Fe(CO)(2)I (5). Re action of the latter, in the presence of palladium, with the (trimethylstannyl) acetylide derivatives LnM(eta(5)-C5H4)C=CC=CHSCH=CC=CSn(CH3)(3) (9a, MLn = W(CO)(3)CH3, 9b, MLn = Re(CO)(3)) affords the polymetallaacetylide tethers LnM(eta(5)-C5H4)C=CC=CHSCH=CC=CFe-(CO)(2)(eta(5)-C5H4)C=CC=CHSCH=CC=C(eta(5)-C5H4)(CO)(2)FeC=CC=CHSCH=CC=C(eta(5)-C5H4)-MLn (10, MLn = W(CO)(3)CH3; 11, MLn = Re(CO)(3)). Trimethyltin derivatives of poly(ethynylthiophene) oligomers have been also prepared and tested for their use as spacers in poly(metallaacetylide) complexes.

  DOI：

  10.1021/om971094x

文献信息

• Combined Use of Palladium-Catalyzed Carbon−Carbon and Metal−Carbon Bond Formations for the Construction of Poly(metallaacetylide) Tethers
  作者：Andrea Buttinelli、Egidio Viola、Eleonora Antonelli、Claudio Lo Sterzo

  DOI：10.1021/om971094x

  日期：1998.6.1

  The reaction between (eta(5)-C5H4I)Fe(CO)(2)CH3 (2) and 2,5-bis[(trimethylstannyl)ethynyl]thiophene in the presence of palladium affords the iron dimer CH3(CO)(2)Fe(eta(5)-C5H4)C=CC=CHSCH=CC=C(eta(5)-C5H4)Fe(CO)(2)CH3 (4), which upon treatment with I-2 is transformed to the corresponding diiodide I(CO)(2)Fe(eta(5)-C5H4)C=CC=CHSCH=CC=C(eta(5)-C5H4)Fe(CO)(2)I (5). Re action of the latter, in the presence of palladium, with the (trimethylstannyl) acetylide derivatives LnM(eta(5)-C5H4)C=CC=CHSCH=CC=CSn(CH3)(3) (9a, MLn = W(CO)(3)CH3, 9b, MLn = Re(CO)(3)) affords the polymetallaacetylide tethers LnM(eta(5)-C5H4)C=CC=CHSCH=CC=CFe-(CO)(2)(eta(5)-C5H4)C=CC=CHSCH=CC=C(eta(5)-C5H4)(CO)(2)FeC=CC=CHSCH=CC=C(eta(5)-C5H4)-MLn (10, MLn = W(CO)(3)CH3; 11, MLn = Re(CO)(3)). Trimethyltin derivatives of poly(ethynylthiophene) oligomers have been also prepared and tested for their use as spacers in poly(metallaacetylide) complexes.