(3-(ethylthio)propyl)dimethylsilyl chloride | 189301-13-1

• 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-(ethylthio)propyl)dimethylsilyl chloride
• 英文别名: (3-Ethylthiopropyl)dimethylsilyl chloride；chloro-(3-ethylsulfanylpropyl)-dimethylsilane
• CAS: 189301-13-1
• 化学式: C₇H₁₇ClSSi
• 分子量: 196.816
• InChiKey: KTIYBTITLPWTFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(1,12-dicarba-closo-dodecaboran-1-yl)benzene 、 (3-(ethylthio)propyl)dimethylsilyl chloride 在 t-BuLi 作用下， 以 乙醚 、 正戊烷 为溶剂， 以28%的产率得到1,3,5-tris[12-((3-(ethylthio)propyl)dimethylsilyl)-1,12-dicarba-closo-dodecaboran-1-yl]benzene
  参考文献：
  名称：

  Toward a Hexagonal Grid Polymer:  Synthesis, Coupling, and Chemically Reversible Surface-Pinning of the Star Connectors, 1,3,5-C₆H₃(CB₁₀H₁₀CX)₃

  摘要：

  A synthetic approach to a two-dimensional grid polymer is proposed and the execution of initial steps is described. Pd-catalyzed coupling of (1,12-dicarba-closo-dodecaboran-1-yl)copper (10) with iodobenzene, m-diiodobenzene, and 1,3,5-triiodobenzene yielded the known 1,12-dicarba-closo-dodecaboran-1-ylbenzene (3) and the new m-bis(1,12-dicarba-closo-dodecaboran-1-y (4) and 1,3,5-tris(1,12-dicarba-closo-dodecaboran-1-yl)benzene (1), yl)benzene (1), respectively. Each arm of the trigonal connector 1 was provided with one or two sticky tentacles by conversion to 1,3,5-tris[12-((3-(ethylthio)propyl)dimetylsilyl)-1,12-dicarba-closo-dodecarboran-1-yl]benzene (7) and 1,3,5-tris[12-(bis(3-(ethylthio)propyl)methylsilyl)-1,12-dicarba-closo-dodecarboran-1-yl]benzene (8). Linear coupling of carboranyl CH terminals through a mercury atom produced very stable dimeric structures from 3 and 4. The carborane 3, its mercury-linked dimer 13, the 1:1 complex of 13 with 2,2'-bipyridyl, and the 2:1 complex of 13 with 2,2'-bipyrimidyl have been structurally characterized by single-crystal X-ray crystallography, but crystals of 1 showed an intriguing disorder and could not be used for molecular structure determination. Grazing incidence IR spectra show that the tentacled species 7 and 8 adsorb firmly on the surface of gold, apparently without a strong preference for a particular orientation. At room temperature, the tritentacled species 7 can be removed readily and the hexatentacled species 8 more slowly by treatment with a THF solution containing fluoride, which severs the tentacles.

  DOI：

  10.1021/ja963331d
• 作为产物：
  描述：

  3-(ethylthio)propyl chloride 、 二氯二甲基硅烷 在 溴 、 magnesium 作用下， 生成 (3-(ethylthio)propyl)dimethylsilyl chloride
  参考文献：
  名称：

  Toward a Hexagonal Grid Polymer:  Synthesis, Coupling, and Chemically Reversible Surface-Pinning of the Star Connectors, 1,3,5-C₆H₃(CB₁₀H₁₀CX)₃

  摘要：

  A synthetic approach to a two-dimensional grid polymer is proposed and the execution of initial steps is described. Pd-catalyzed coupling of (1,12-dicarba-closo-dodecaboran-1-yl)copper (10) with iodobenzene, m-diiodobenzene, and 1,3,5-triiodobenzene yielded the known 1,12-dicarba-closo-dodecaboran-1-ylbenzene (3) and the new m-bis(1,12-dicarba-closo-dodecaboran-1-y (4) and 1,3,5-tris(1,12-dicarba-closo-dodecaboran-1-yl)benzene (1), yl)benzene (1), respectively. Each arm of the trigonal connector 1 was provided with one or two sticky tentacles by conversion to 1,3,5-tris[12-((3-(ethylthio)propyl)dimetylsilyl)-1,12-dicarba-closo-dodecarboran-1-yl]benzene (7) and 1,3,5-tris[12-(bis(3-(ethylthio)propyl)methylsilyl)-1,12-dicarba-closo-dodecarboran-1-yl]benzene (8). Linear coupling of carboranyl CH terminals through a mercury atom produced very stable dimeric structures from 3 and 4. The carborane 3, its mercury-linked dimer 13, the 1:1 complex of 13 with 2,2'-bipyridyl, and the 2:1 complex of 13 with 2,2'-bipyrimidyl have been structurally characterized by single-crystal X-ray crystallography, but crystals of 1 showed an intriguing disorder and could not be used for molecular structure determination. Grazing incidence IR spectra show that the tentacled species 7 and 8 adsorb firmly on the surface of gold, apparently without a strong preference for a particular orientation. At room temperature, the tritentacled species 7 can be removed readily and the hexatentacled species 8 more slowly by treatment with a THF solution containing fluoride, which severs the tentacles.

  DOI：

  10.1021/ja963331d

文献信息

• Method of assembly of molecular-sized nets and scaffolding
  申请人：Board of Regents of The University of Colorado

  公开号：US05876830A1

  公开（公告）日：1999-03-02

  The present invention relates to methods and starting materials for forming molecular-sized grids or nets, or other structures based on such grids and nets, by creating molecular links between elementary molecular modules constrained to move in only two directions on an interface or surface by adhesion or bonding to that interface or surface. In the methods of this invention, monomers are employed as the building blocks of grids and more complex structures. Monomers are introduced onto and allowed to adhere or bond to an interface. The connector groups of adjacent adhered monomers are then polymerized with each other to form a regular grid in two dimensions above the interface. Modules that are not bound or adhered to the interface are removed prior to reaction of the connector groups to avoid undesired three-dimensional cross-linking and the formation of non-grid structures. Grids formed by the methods of this invention are useful in a variety of applications, including among others, for separations technology, as masks for forming regular surface structures (i.e., metal deposition) and as templates for three-dimensional molecular-sized structures.

  本发明涉及用于形成分子级网格或网、或基于这种网格和网的其他结构的方法和起始材料，通过在界面或表面上创建仅能沿两个方向移动的基本分子模块之间的分子连接，通过粘附或结合到该界面或表面。在本发明的方法中，单体被用作网格和更复杂结构的构建块。单体被引入并允许粘附或结合到界面上。相邻粘附单体的连接器基团然后相互聚合以在界面上形成二维规则网格。在连接器基团反应之前，未结合或粘附到界面的模块被去除，以避免不需要的三维交联和非网格结构的形成。本发明所形成的网格在各种应用中都很有用，包括但不限于用于分离技术，作为形成规则表面结构（例如金属沉积）的掩膜，以及作为三维分子大小结构的模板。
• Toward a Hexagonal Grid Polymer:  Synthesis, Coupling, and Chemically Reversible Surface-Pinning of the Star Connectors, 1,3,5-C₆H₃(CB₁₀H₁₀CX)₃
  作者：Ulrich Schöberl、Thomas F. Magnera、Robin M. Harrison、Frank Fleischer、Jodi L. Pflug、Peter F. H. Schwab、Xiangsheng Meng、Dariusz Lipiak、Bruce C. Noll、Viloya S. Allured、Trevor Rudalevige、Stephen Lee、Josef Michl

  DOI：10.1021/ja963331d

  日期：1997.4.1

  A synthetic approach to a two-dimensional grid polymer is proposed and the execution of initial steps is described. Pd-catalyzed coupling of (1,12-dicarba-closo-dodecaboran-1-yl)copper (10) with iodobenzene, m-diiodobenzene, and 1,3,5-triiodobenzene yielded the known 1,12-dicarba-closo-dodecaboran-1-ylbenzene (3) and the new m-bis(1,12-dicarba-closo-dodecaboran-1-y (4) and 1,3,5-tris(1,12-dicarba-closo-dodecaboran-1-yl)benzene (1), yl)benzene (1), respectively. Each arm of the trigonal connector 1 was provided with one or two sticky tentacles by conversion to 1,3,5-tris[12-((3-(ethylthio)propyl)dimetylsilyl)-1,12-dicarba-closo-dodecarboran-1-yl]benzene (7) and 1,3,5-tris[12-(bis(3-(ethylthio)propyl)methylsilyl)-1,12-dicarba-closo-dodecarboran-1-yl]benzene (8). Linear coupling of carboranyl CH terminals through a mercury atom produced very stable dimeric structures from 3 and 4. The carborane 3, its mercury-linked dimer 13, the 1:1 complex of 13 with 2,2'-bipyridyl, and the 2:1 complex of 13 with 2,2'-bipyrimidyl have been structurally characterized by single-crystal X-ray crystallography, but crystals of 1 showed an intriguing disorder and could not be used for molecular structure determination. Grazing incidence IR spectra show that the tentacled species 7 and 8 adsorb firmly on the surface of gold, apparently without a strong preference for a particular orientation. At room temperature, the tritentacled species 7 can be removed readily and the hexatentacled species 8 more slowly by treatment with a THF solution containing fluoride, which severs the tentacles.