1,1'-[ethyne-1,2-diylbis(5-chlorobenzene-2,1-diyl)]bis[4-(trimethylsilyl)but-3-yn-1-ol] | 1250981-61-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1'-[ethyne-1,2-diylbis(5-chlorobenzene-2,1-diyl)]bis[4-(trimethylsilyl)but-3-yn-1-ol]
• 英文别名: 1-[5-Chloro-2-[2-[4-chloro-2-(1-hydroxy-4-trimethylsilylbut-3-ynyl)phenyl]ethynyl]phenyl]-4-trimethylsilylbut-3-yn-1-ol
• CAS: 1250981-61-3
• 化学式: C₂₈H₃₂Cl₂O₂Si₂
• 分子量: 527.638
• InChiKey: WOSNLDALCBNGSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.0
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1'-[ethyne-1,2-diylbis(5-chlorobenzene-2,1-diyl)]bis[4-(trimethylsilyl)but-3-yn-1-ol] 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 1.0h， 以87%的产率得到ethyne-1,2-diylbis[(5-chlorobenzene-2,1-diyl)-1-(trimethylsilyl)-but-1-yne-4,4-diyl] diacetate
  参考文献：
  名称：

  A Versatile Synthesis of Functionalized Pentahelicenes

  摘要：

  A general synthetic methodology for the preparation of functionalized (hetero)helicenes has been developed It employs the sequence or a double propargyl ganometallics (Li, Mg, Ga/In) addition to it tolan-2.2'-dialdehyde-type intermediate. a cobalt-catalyzed/cobalt-media led [2 + 2 + 2] cycloisomerization of a triyne intermediate,and a double silica gel-assisted acetic acid elimination to receive pentahelicene, 1,14-diazapentahelicene. and 3,12-dichloro-, 3 12-dichloro-7trimethylsilyl- and 3,12-di-tert-butylpentahelicene 3,12-Dichloropentahelicene undergoes a Suzuki-Miyam a coupling with aryl boronic acids (or ester) under palladium catalysis to afford 3-12-diarylpentahelicenes

  DOI：

  10.1021/jo1013977
• 作为产物：
  描述：

  3-溴-1-三甲基硅基-1-丙炔 、 2,2'-ethyne-1,2-diylbis(5-chlorobenzaldehyde) 在 氢化镓 、 indium 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以50%的产率得到1,1'-[ethyne-1,2-diylbis(5-chlorobenzene-2,1-diyl)]bis[4-(trimethylsilyl)but-3-yn-1-ol]
  参考文献：
  名称：

  A Versatile Synthesis of Functionalized Pentahelicenes

  摘要：

  A general synthetic methodology for the preparation of functionalized (hetero)helicenes has been developed It employs the sequence or a double propargyl ganometallics (Li, Mg, Ga/In) addition to it tolan-2.2'-dialdehyde-type intermediate. a cobalt-catalyzed/cobalt-media led [2 + 2 + 2] cycloisomerization of a triyne intermediate,and a double silica gel-assisted acetic acid elimination to receive pentahelicene, 1,14-diazapentahelicene. and 3,12-dichloro-, 3 12-dichloro-7trimethylsilyl- and 3,12-di-tert-butylpentahelicene 3,12-Dichloropentahelicene undergoes a Suzuki-Miyam a coupling with aryl boronic acids (or ester) under palladium catalysis to afford 3-12-diarylpentahelicenes

  DOI：

  10.1021/jo1013977

文献信息

• A Versatile Synthesis of Functionalized Pentahelicenes
  作者：Olivier Songis、Jiří Míšek、Markus B. Schmid、Adrian Kollárovič、Irena G. Stará、David Šaman、Ivana Císařová、Ivo Starý

  DOI：10.1021/jo1013977

  日期：2010.10.15

  A general synthetic methodology for the preparation of functionalized (hetero)helicenes has been developed It employs the sequence or a double propargyl ganometallics (Li, Mg, Ga/In) addition to it tolan-2.2'-dialdehyde-type intermediate. a cobalt-catalyzed/cobalt-media led [2 + 2 + 2] cycloisomerization of a triyne intermediate,and a double silica gel-assisted acetic acid elimination to receive pentahelicene, 1,14-diazapentahelicene. and 3,12-dichloro-, 3 12-dichloro-7trimethylsilyl- and 3,12-di-tert-butylpentahelicene 3,12-Dichloropentahelicene undergoes a Suzuki-Miyam a coupling with aryl boronic acids (or ester) under palladium catalysis to afford 3-12-diarylpentahelicenes