(3-bromopropyl)(hex-1-yn-1-yl)diphenylsilane

• 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-bromopropyl)(hex-1-yn-1-yl)diphenylsilane
• 英文别名: 3-Bromopropyl-hex-1-ynyl-diphenylsilane；3-bromopropyl-hex-1-ynyl-diphenylsilane
• 化学式: C₂₁H₂₅BrSi
• 分子量: 385.419
• InChiKey: ASSKDHWJOMHQDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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-bromopropyl)(hex-1-yn-1-yl)diphenylsilane 在 二(三叔丁基膦)钯 、 potassium tert-butylate 、 溴 、 1,3-双(2,4,6-三甲基苯基)氯化咪唑 、 copper(l) chloride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 28.5h， 生成
  参考文献：
  名称：

  Silicon-Tethered Strategy for Copper(I)-Catalyzed Stereo- and Regioselective Alkylboration of Alkynes

  摘要：

  Stereoselective silicon-tethered alkylboration of alkynes in the presence of a copper(I) catalyst and a diboron reagent provided the corresponding cyclic alkenylboronates in high yields (up to 99% yield) with excellent regio- and syn-selectivities (E/Z = <1:99). The products, which can be considered as the formal alkyne intermolecular alkylboration products, undergo subsequent selective derivatization, including ring opening, to give functionalized trans-stilbene derivatives.

  DOI：

  10.1021/ol503620n
• 作为产物：
  描述：

  氯化二苯基硅烷 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 76.5h， 生成 (3-bromopropyl)(hex-1-yn-1-yl)diphenylsilane
  参考文献：
  名称：

  Silicon-Tethered Strategy for Copper(I)-Catalyzed Stereo- and Regioselective Alkylboration of Alkynes

  摘要：

  Stereoselective silicon-tethered alkylboration of alkynes in the presence of a copper(I) catalyst and a diboron reagent provided the corresponding cyclic alkenylboronates in high yields (up to 99% yield) with excellent regio- and syn-selectivities (E/Z = <1:99). The products, which can be considered as the formal alkyne intermolecular alkylboration products, undergo subsequent selective derivatization, including ring opening, to give functionalized trans-stilbene derivatives.

  DOI：

  10.1021/ol503620n

文献信息

• Silicon-Tethered Strategy for Copper(I)-Catalyzed Stereo- and Regioselective Alkylboration of Alkynes
  作者：Koji Kubota、Hiroaki Iwamoto、Eiji Yamamoto、Hajime Ito

  DOI：10.1021/ol503620n

  日期：2015.2.6

  Stereoselective silicon-tethered alkylboration of alkynes in the presence of a copper(I) catalyst and a diboron reagent provided the corresponding cyclic alkenylboronates in high yields (up to 99% yield) with excellent regio- and syn-selectivities (E/Z = <1:99). The products, which can be considered as the formal alkyne intermolecular alkylboration products, undergo subsequent selective derivatization, including ring opening, to give functionalized trans-stilbene derivatives.