(3-((dimethyl(phenyl)silyl)oxy)prop-1-yn-1-yl)dimethyl(phenyl)silane

• 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-((dimethyl(phenyl)silyl)oxy)prop-1-yn-1-yl)dimethyl(phenyl)silane
• 英文别名: 3-[Dimethyl(phenyl)silyl]oxyprop-1-ynyl-dimethyl-phenylsilane
• 化学式: C₁₉H₂₄OSi₂
• 分子量: 324.57
• InChiKey: URTOTLKRBSRJRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二甲基苯基硅烷 、 2-丙炔-1-醇 在 sodium hydroxide 作用下， 以 乙二醇二甲醚 为溶剂， 反应 24.0h， 以88%的产率得到(3-((dimethyl(phenyl)silyl)oxy)prop-1-yn-1-yl)dimethyl(phenyl)silane
  参考文献：
  名称：

  HYDROXIDE-CATALYZED FORMATION OF SILICON-OXYGEN BONDS BY DEHYDROGENATIVE COUPLING OF HYDROSILANES AND ALCOHOLS

  摘要：

  本公开涉及一种将脱氢偶联的氢硅烷和醇的方法，所述方法包括将至少具有一个有机醇基团的有机底物与至少一种氢硅烷和氢氧化钠和/或氢氧化钾的混合物接触，所述接触导致形成脱氢偶联的硅醚。该公开还描述了相关的组合物和使用所形成产品的方法。

  公开号：

  US20170029447A1

文献信息

• HYDROXIDE-CATALYZED FORMATION OF SILICON-OXYGEN BONDS BY DEHYDROGENATIVE COUPLING OF HYDROSILANES AND ALCOHOLS
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：US20170029447A1

  公开（公告）日：2017-02-02

  The present disclosure is directed to methods for dehydrogenatively coupled hydrosilanes and alcohols, the methods comprising contacting an organic substrate having at least one organic alcohol moiety with a mixture of at least one hydrosilane and sodium and/or potassium hydroxide, the contacting resulting in the formation of a dehydrogenatively coupled silyl ether. The disclosure further described associated compositions and methods of using the formed products.

  本公开涉及一种将脱氢偶联的氢硅烷和醇的方法，所述方法包括将至少具有一个有机醇基团的有机底物与至少一种氢硅烷和氢氧化钠和/或氢氧化钾的混合物接触，所述接触导致形成脱氢偶联的硅醚。该公开还描述了相关的组合物和使用所形成产品的方法。
• BASE-CATALYZED SILYLATION OF TERMINAL ALKYNE C-H BONDS
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：US20160060278A1

  公开（公告）日：2016-03-03

  The present invention is directed to a mild, efficient, and general direct C(sp)-H bond silylation. Various embodiments includes methods, each method comprising or consisting essentially of contacting at least one organic substrate comprising a terminal alkynyl C—H bond, with a mixture of at least one organosilane and an alkali metal hydroxide, under conditions sufficient to form a silylated terminal alkynyl moiety. The methods are operable in the substantially absence of transition-metal compounds. The systems associated with these methods are also disclosed.

  本发明涉及一种温和、高效且通用的直接C(sp)-H键硅化方法。各种实施例包括方法，每种方法包括或主要包括将至少一种含有末端炔基C—H键的有机底物与至少一种有机硅烷和碱金属氢氧化物的混合物接触，条件足以形成硅化的末端炔基基团。这些方法在基本上不含过渡金属化合物的情况下可操作。与这些方法相关的系统也被揭示。
• Alkali Metal-Hydroxide-Catalyzed C(<i>sp</i>)–H Bond silylation
  作者：Anton A. Toutov、Kerry N. Betz、David P. Schuman、Wen-Bo Liu、Alexey Fedorov、Brian M. Stoltz、Robert H. Grubbs

  DOI：10.1021/jacs.6b12114

  日期：2017.2.1

  Disclosed is a mild, scalable, and chemoselective catalytic cross-dehydrogenative C-H bond functionalization protocol for the construction of C(sp)-Si bonds in a single step. The scope of the alkyne and hydrosilane partners is substantial, providing an entry point into various organosilane building blocks and additionally enabling the discovery of a number of novel synthetic strategies. Remarkably, the optimal catalysts are NaOH and KOH.