3,12-dichloro-7,8-bis(trimethylsilyl)-5,6,9,10-tetrahydropentahelicene-5,10-diyl diacetate | 1250981-64-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 3,12-dichloro-7,8-bis(trimethylsilyl)-5,6,9,10-tetrahydropentahelicene-5,10-diyl diacetate
• 英文别名: [16-Acetyloxy-6,19-dichloro-12,13-bis(trimethylsilyl)-9-pentacyclo[12.8.0.02,11.03,8.017,22]docosa-1(14),2(11),3(8),4,6,12,17(22),18,20-nonaenyl] acetate
• CAS: 1250981-64-6
• 化学式: C₃₂H₃₆Cl₂O₄Si₂
• 分子量: 611.712
• InChiKey: OUUPUZNJKJAFSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.74
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,12-dichloro-7,8-bis(trimethylsilyl)-5,6,9,10-tetrahydropentahelicene-5,10-diyl diacetate 在 silica gel 作用下， 反应 5.0h， 以67%的产率得到(3,12-dichloropentahelicen-7-yl)(trimethyl)silane
  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：

  ethyne-1,2-diylbis[(5-chlorobenzene-2,1-diyl)-1-(trimethylsilyl)-but-1-yne-4,4-diyl] diacetate 在 carbon monoxide,cobalt,cyclopenta-1,3-diene 、 三苯基膦 作用下， 以 癸烷 为溶剂， 反应 2.0h， 以94%的产率得到3,12-dichloro-7,8-bis(trimethylsilyl)-5,6,9,10-tetrahydropentahelicene-5,10-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