5-(1-propynyl)-5-<(triethylsilyl)oxy>-1,8-nonadiene | 160314-30-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(1-propynyl)-5-<(triethylsilyl)oxy>-1,8-nonadiene
• 英文别名: 5-(1-propynyl)-5-[(triethylsilyl)oxy]1,8-nonadiene；Silane, [[1-(3-butenyl)-1-(1-propynyl)-4-pentenyl]oxy]triethyl-；triethyl(5-prop-1-ynylnona-1,8-dien-5-yloxy)silane
• CAS: 160314-30-7
• 化学式: C₁₈H₃₂OSi
• 分子量: 292.537
• InChiKey: MZFXEMQKQQIDAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-(1-propynyl)-5-<(triethylsilyl)oxy>-1,8-nonadiene 以95%的产率得到
  参考文献：
  名称：

  Chem. and Eng. News, 72 (1994) N 49, S 23

  摘要：

  DOI：
• 作为产物：
  描述：

  三乙基硅基三氟甲磺酸酯 、 5-Prop-1-ynyl-nona-1,8-dien-5-ol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 5-(1-propynyl)-5-<(triethylsilyl)oxy>-1,8-nonadiene
  参考文献：
  名称：

  Catalytic Ring Closing Metathesis of Dienynes:  Construction of Fused Bicyclic [n.m.0] Rings

  摘要：

  Ruthenium carbene 1 (Cl-2(PCy(3))(2)Ru=CHCH=CPh(2)) mediates the efficient and selective conversion of acyclic dienynes to fused bicyclic [n.m.O] rings containing five-, six-, and seven-membered rings. Studies with various X-substituted acetylenes (X=H, alkyls, Ph, CO(2)Me, SnBu(3), TMS, Cl, Pr, I) suggest that the dienyne metathesis is sensitive not only to these substituents but also to the catalysts employed. Among the various metal alkylidenes examined, only the ruthenium catalyst 1 exhibited metathesis activity for a range of substrates. These observations further expand the scope of catalytic RCM for the construction of complex organic compounds.

  DOI：

  10.1021/jo951648a

文献信息

• Olefin-metathesis reactions using vinylideneruthenium(II) complexes as catalyst precursors
  作者：Hiroyuki Katayama、Hideto Urushima、Fumiyuki Ozawa

  DOI：10.1016/s0022-328x(00)00094-2

  日期：2000.7

  good catalyst precursors for ring-opening metathesis polymerization (ROMP) of cyclic alkenes and ring-closing metathesis (RCM) of α,ω-dienes, α,ω-enynes, and dienynes. These complexes possess high stability toward air and heat, compared with the metathesis-active alkylidenerutheniums. Molecular weight control of poly(norbornene) in extremely wide range (Mn/103=500–4) has been achieved by using heteroatom-substituted

  RuCl 2（CCHR）L 2（R = Bu t，二茂铁基； L = PPr i 3，PCy 3）类型的乙烯基内酯（II）络合物，可轻松从[RuCl 2（p- cymene）]获得已经发现2和末端炔烃可以用作环状烯烃的开环复分解聚合（ROMP）和α，ω-二烯，α，ω-烯和二烯的开环复分解（RCM）的良好催化剂前体。与具有复分解活性的亚烷基亚乙基相比，这些配合物对空气和热具有很高的稳定性。聚降冰片烯的分子量控制在极宽的范围内（M n / 10 3通过使用杂原子取代的乙烯基化合物（例如乙基乙烯基醚和苯基乙烯基硫化物）作为ROMP的链转移剂，可以达到500-4）。
• Catalytic Ring Closing Metathesis of Dienynes: Construction of Fused Bicyclic Rings
  作者：Soong-Hoon Kim、Ned Bowden、Robert H. Grubbs

  DOI：10.1021/ja00102a062

  日期：1994.11
• Chem. and Eng. News, 72 (1994) N 49, S 23
  作者：

  DOI：——

  日期：——
• Kim Soong-Hoon, Bowden Ned, Crubbs Robert H., J. Amer. Chem. Soc, 116 (1994) N 23, S 10801-10802
  作者：Kim Soong-Hoon, Bowden Ned, Crubbs Robert H.

  DOI：——

  日期：——
• Catalytic Ring Closing Metathesis of Dienynes:  Construction of Fused Bicyclic [<b><i>n</i></b>.<b><i>m.0] Rings</i></b>
  作者：Soong-Hoon Kim、William J. Zuercher、Ned B. Bowden、Robert H. Grubbs

  DOI：10.1021/jo951648a

  日期：1996.1.1

  Ruthenium carbene 1 (Cl-2(PCy(3))(2)Ru=CHCH=CPh(2)) mediates the efficient and selective conversion of acyclic dienynes to fused bicyclic [n.m.O] rings containing five-, six-, and seven-membered rings. Studies with various X-substituted acetylenes (X=H, alkyls, Ph, CO(2)Me, SnBu(3), TMS, Cl, Pr, I) suggest that the dienyne metathesis is sensitive not only to these substituents but also to the catalysts employed. Among the various metal alkylidenes examined, only the ruthenium catalyst 1 exhibited metathesis activity for a range of substrates. These observations further expand the scope of catalytic RCM for the construction of complex organic compounds.