(E)-1-(2-thienyl)-4-trimethylsilyl-1-buten-3-yne | 134987-92-1

• 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: (E)-1-(2-thienyl)-4-trimethylsilyl-1-buten-3-yne
• 英文别名: trimethyl-[(E)-4-thiophen-2-ylbut-3-en-1-ynyl]silane
• CAS: 134987-92-1
• 化学式: C₁₁H₁₄SSi
• 分子量: 206.384
• InChiKey: GKQPMGCQNJXZTJ-QPJJXVBHSA-N

物化性质

• 沸点：
  72 °C(Press: 0.15 Torr)
• 密度：
  1.006±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-1-(2-thienyl)-4-trimethylsilyl-1-buten-3-yne 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium fluoride 、 Schwartz's reagent 、 三甲基铝 、 二异丁基氢化铝 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 26.25h， 生成 (2E,4E,6E)-7-(2-thienyl)-2,4-6-heptatrienoic acid piperidide
  参考文献：
  名称：

  Stereoselective Synthesis of Naturally-Occurring 7-(Hetero) Aryl (2E, 4E, 6E)-2, 4, 6-Heptatrienamides and Their Structural Analogues

  摘要：

  A new and efficient highly stereoselective method to prepare naturally-occurring 7-(hetero)aryl (2E,4E,6E)-2,4,6-heptatrienamides and their structural analogues has been developed. The physical and spectral properties of one of these compounds, i.e. (2E,4E,6E)-7-(2-thienyl)-2,4,6-heptatrienoic acid piperidide (4 b), have been found to be quite different from those previously reported for 7-(2-thienyl)-2,4,6-heptatrienoic acid piperidide isolated from Othantus maritimus to which the (2E,4E,6E)-configuration had been previously assigned.

  DOI：

  10.1080/00397919108016755
• 作为产物：
  描述：

  1-(噻吩-2-基)-2,2-二溴乙烯 在 四(三苯基膦)钯 、 三乙胺 、 亚磷酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 生成 (E)-1-(2-thienyl)-4-trimethylsilyl-1-buten-3-yne
  参考文献：
  名称：

  Stereoselective Synthesis of Naturally-Occurring 7-(Hetero) Aryl (2E, 4E, 6E)-2, 4, 6-Heptatrienamides and Their Structural Analogues

  摘要：

  A new and efficient highly stereoselective method to prepare naturally-occurring 7-(hetero)aryl (2E,4E,6E)-2,4,6-heptatrienamides and their structural analogues has been developed. The physical and spectral properties of one of these compounds, i.e. (2E,4E,6E)-7-(2-thienyl)-2,4,6-heptatrienoic acid piperidide (4 b), have been found to be quite different from those previously reported for 7-(2-thienyl)-2,4,6-heptatrienoic acid piperidide isolated from Othantus maritimus to which the (2E,4E,6E)-configuration had been previously assigned.

  DOI：

  10.1080/00397919108016755

文献信息

• (Z)-Selective cross-dimerization of arylacetylenes with silylacetylenes catalyzed by vinylideneruthenium complexes
  作者：Hiroyuki Katayama、Hiroshi Yari、Masaki Tanaka、Fumiyuki Ozawa

  DOI：10.1039/b504436g

  日期：——

  The vinylideneruthenium(II) complexes bearing bulky and basic tertiary phosphine ligands, RuCl2(CCHPh)L2 (L = PPri3, PCy3), serve as good catalyst precursors for (Z)-selective cross-dimerization between arylacetylenes and silylacetylenes in the presence of N-methylpyrrolidine.

  具有体积庞大且基本的三苯基膦配体的乙烯基二羟基铑(II)复合物 RuCl2(CCHPh)L2（L = PPri3, PCy3）在N-甲基吡咯烷的存在下，作为选择性（Z）交叉二聚化的良好催化剂前体，用于芳基乙炔与硅乙炔之间的反应。
• A straightforward synthesis of symmetrical polyendiynes by dimerization reactions of silyl derivatives
  作者：Francesco Babudri、Vito Fiandanese、Giuseppe Marchese、Angela Punzi

  DOI：10.1016/s0022-328x(98)00724-4

  日期：1998.9

  A straightforward synthesis of polyendiynes is described. The method is based upon a simple dimerization reaction of silylated enynes in the presence of copper salts. A variety of polyunsaturated compounds have been obtained in high yields and with high retention of configuration. (C) 1998 Elsevier Science S.A. All rights reserved.
• ROSSI, RENZO;CARPITA, ADRIANO;LIPPOLIS, VITO, SYNTH. COMMUN., 21,(1991) N, C. 333-349
  作者：ROSSI, RENZO、CARPITA, ADRIANO、LIPPOLIS, VITO

  DOI：——

  日期：——
• Stereoselective Synthesis of Naturally-Occurring 7-(Hetero) Aryl (2E, 4E, 6E)-2, 4, 6-Heptatrienamides and Their Structural Analogues
  作者：Renzo Rossi、Adriano Carpita、Vito Lippolis

  DOI：10.1080/00397919108016755

  日期：1991.2

  A new and efficient highly stereoselective method to prepare naturally-occurring 7-(hetero)aryl (2E,4E,6E)-2,4,6-heptatrienamides and their structural analogues has been developed. The physical and spectral properties of one of these compounds, i.e. (2E,4E,6E)-7-(2-thienyl)-2,4,6-heptatrienoic acid piperidide (4 b), have been found to be quite different from those previously reported for 7-(2-thienyl)-2,4,6-heptatrienoic acid piperidide isolated from Othantus maritimus to which the (2E,4E,6E)-configuration had been previously assigned.