triethoxy(6-methyl-2-vinylhept-5-en-1-yl)silane | 1584221-67-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: triethoxy(6-methyl-2-vinylhept-5-en-1-yl)silane
• 英文别名: (2-Ethenyl-6-methylhept-5-enyl)-triethoxysilane；(2-ethenyl-6-methylhept-5-enyl)-triethoxysilane
• CAS: 1584221-67-9
• 化学式: C₁₆H₃₂O₃Si
• 分子量: 300.514
• InChiKey: WIZQDZQURQAGCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  月桂烯 、 三乙氧基硅烷 在 [MgCl2(tetrahydrofuran)2] 、 [κ²-((^tBu)₂PCMe₂CH₂)Pt(CH₃)(Si(OEt)₃)][Mg(THF)₄]_n 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (E)-(3,7-dimethylocta-2,6-dien-1-yl)triethoxysilane 、 triethoxy(7-methyl-3-methyleneoct-6-en-1-yl)silane 、 triethoxy(6-methyl-2-vinylhept-5-en-1-yl)silane
  参考文献：
  名称：

  1,2-Selective Hydrosilylation of Conjugated Dienes

  摘要：

  Selective 1,2-hydrosilylation of 1,3-dienes is a challenging problem in transition metal catalysis. Butadiene, specifically, would be a useful substrate because 3-butenylsilane products have promise as superior coupling reagents for hybrid organic/inorganic materials synthesis. We report the first selective 1,2-hydrosilylation of conjugated dienes including butadiene. Hydrosilylation proceeds through a Pt(II/IV) cycle, and selectivity is generated at a hexacoordinate Pt(IV) complex that favors eta(2)-diene coordination and prevents pi-allyl complex formation.

  DOI：

  10.1021/ja5008596

文献信息

• [EN] PLATINUM METALLACYCLES COMPRISING N,P,OR AS RINGATOMS AND THEIR USE AS CATALYSTS IN 1,2-HYDROSILYLATION REACTIONS OF DIENES<br/>[FR] 1,2-HYDROSILYLATION DE DIÈNES
  申请人：HARVARD COLLEGE

  公开号：WO2014138113A3

  公开（公告）日：2014-12-04
• 1,2-Selective Hydrosilylation of Conjugated Dienes
  作者：Sarah E. Parker、Jonas Börgel、Tobias Ritter

  DOI：10.1021/ja5008596

  日期：2014.4.2

  Selective 1,2-hydrosilylation of 1,3-dienes is a challenging problem in transition metal catalysis. Butadiene, specifically, would be a useful substrate because 3-butenylsilane products have promise as superior coupling reagents for hybrid organic/inorganic materials synthesis. We report the first selective 1,2-hydrosilylation of conjugated dienes including butadiene. Hydrosilylation proceeds through a Pt(II/IV) cycle, and selectivity is generated at a hexacoordinate Pt(IV) complex that favors eta(2)-diene coordination and prevents pi-allyl complex formation.