[3-(2,6-Dimethylhept-5-en-2-yl)cyclopenta-2,4-dien-1-yl]-dimethyl-(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane | 1187773-75-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: [3-(2,6-Dimethylhept-5-en-2-yl)cyclopenta-2,4-dien-1-yl]-dimethyl-(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane
• 英文别名: [3-(2,6-dimethylhept-5-en-2-yl)cyclopenta-2,4-dien-1-yl]-dimethyl-(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane
• CAS: 1187773-75-6
• 化学式: C₂₅H₄₀Si
• 分子量: 368.678
• InChiKey: LQKJWQWAPHKSET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.39
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  [3-(2,6-Dimethylhept-5-en-2-yl)cyclopenta-2,4-dien-1-yl]-dimethyl-(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 以75%的产率得到
  参考文献：
  名称：

  A novel alkenyl-substituted ansa-zirconocene complex with dual application as olefin polymerization catalyst and anticancer drug

  摘要：

  The alkenyl substituted fulvene compound, (C(5)H(4))=CMe(CH(2)CH(2)CH=CMe(2)) (1), reacts with one equivalent of LiMe to give the lithium derivative Li{C(5)H(4)(CMe(2)CH(2)CH(2)CH=CMe(2))} (2). The reaction of 2 with Me(2)Si(C(5)Me(4)H)Cl gave the ansa-ligand precursor Me(2)Si(C(5)Me(4)H)(C(5)H(4)(CMe(2)CH(2)CH(2)CH=CMe(2))) (3), which after the subsequent reaction with 2 equivalents of LiBun yielded the dilithium salt Li(2){Me(2)Si(C(5)Me(4))(C(5)H(3)(CMe(2)CH(2)CH(2)CH=CMe(2)))} (4). The alkenyl-substituted zirconocene complex [Zr{Me(2)Si(g(5)-C(5)Me(4))(g5-C(5)H(3)(CMe(2)CH(2)CH(2)CH@ CMe2))}Cl(2)] (5) was synthesized by the equimolar reaction of 4 and ZrCl4. 5 was characterized by spectroscopic methods and by single crystal X-ray diffraction studies. The zirconocene compound 5 has been tested as a catalyst in the polymerization of ethylene at different temperatures and Al: Zr ratios, and also in the co-polymerization of ethylene and 1-octene, observing modest co-monomer incorporations. In addition, the cytotoxic activity of 5 was tested against tumour cell lines 8505C anaplastic thyroid cancer, A253 head and neck tumour, A549 lung carcinoma, A2780 ovarian cancer and DLD-1 colon carcinoma. Complex 5 showed the best cytotoxic activity on A2780 ovarian cancer (IC(50) value of 36.8 +/- 5.9 mu M). This represents the highest reported cytotoxic activity of a zirconocene complex on A2780 ovarian cancer. In addition, the cytotoxic activities of 5, have been compared with those obtained using cisplatin. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.05.013
• 作为产物：
  描述：

  Li{C5H4(CMe2CH2CH2CH=CMe2)} 、 二甲基氯(2,3,4,5-四甲基-2,4-环戊二烯-1-基)硅烷 以 四氢呋喃 为溶剂， 以92%的产率得到[3-(2,6-Dimethylhept-5-en-2-yl)cyclopenta-2,4-dien-1-yl]-dimethyl-(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane
  参考文献：
  名称：

  A novel alkenyl-substituted ansa-zirconocene complex with dual application as olefin polymerization catalyst and anticancer drug

  摘要：

  The alkenyl substituted fulvene compound, (C(5)H(4))=CMe(CH(2)CH(2)CH=CMe(2)) (1), reacts with one equivalent of LiMe to give the lithium derivative Li{C(5)H(4)(CMe(2)CH(2)CH(2)CH=CMe(2))} (2). The reaction of 2 with Me(2)Si(C(5)Me(4)H)Cl gave the ansa-ligand precursor Me(2)Si(C(5)Me(4)H)(C(5)H(4)(CMe(2)CH(2)CH(2)CH=CMe(2))) (3), which after the subsequent reaction with 2 equivalents of LiBun yielded the dilithium salt Li(2){Me(2)Si(C(5)Me(4))(C(5)H(3)(CMe(2)CH(2)CH(2)CH=CMe(2)))} (4). The alkenyl-substituted zirconocene complex [Zr{Me(2)Si(g(5)-C(5)Me(4))(g5-C(5)H(3)(CMe(2)CH(2)CH(2)CH@ CMe2))}Cl(2)] (5) was synthesized by the equimolar reaction of 4 and ZrCl4. 5 was characterized by spectroscopic methods and by single crystal X-ray diffraction studies. The zirconocene compound 5 has been tested as a catalyst in the polymerization of ethylene at different temperatures and Al: Zr ratios, and also in the co-polymerization of ethylene and 1-octene, observing modest co-monomer incorporations. In addition, the cytotoxic activity of 5 was tested against tumour cell lines 8505C anaplastic thyroid cancer, A253 head and neck tumour, A549 lung carcinoma, A2780 ovarian cancer and DLD-1 colon carcinoma. Complex 5 showed the best cytotoxic activity on A2780 ovarian cancer (IC(50) value of 36.8 +/- 5.9 mu M). This represents the highest reported cytotoxic activity of a zirconocene complex on A2780 ovarian cancer. In addition, the cytotoxic activities of 5, have been compared with those obtained using cisplatin. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.05.013