N-[chloro(pent-2-ynoxy)boranyl]-N-propan-2-ylpropan-2-amine | 1013654-35-7

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: N-[chloro(pent-2-ynoxy)boranyl]-N-propan-2-ylpropan-2-amine
• CAS: 1013654-35-7
• 化学式: C₁₁H₂₁BClNO
• 分子量: 229.558
• InChiKey: NCBPMICSWVKWHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-己烯 、 N-[chloro(pent-2-ynoxy)boranyl]-N-propan-2-ylpropan-2-amine 在 PdCp(allyl) Schwartz's reagent 、 三(2-呋喃基)膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Palladium-Catalyzed trans- and cis-Carboboration of Alkynes Tethered to Chloroborane with Organozirconium Reagents:  Ligand-Dependent Complementary Stereoselectivity

  摘要：

  Cyclizative carboboration of carbon-carbon triple bonds has been achieved with a wide range of organozirconium reagents, including alkenyl, aryl, and alkylzirconium, with chloroboranes tethered to alkynes in the presence of palladium catalysts. The carboboration takes two distinctive stereochemical courses depending upon the phosphine ligands used: PMe3 induces highly selective cis-carboboration, while bulkier phosphines such as PtBu3, PCy3, and PAr3 induce trans-carboboration selectively.

  DOI：

  10.1021/ja711160h
• 作为产物：
  描述：

  tris(2-pentyn-1-oxy)borane 、 bis(diisopropylamino)chloroborane 在 三氯化硼-甲硫醚 作用下， 反应 11.0h， 以74%的产率得到N-[chloro(pent-2-ynoxy)boranyl]-N-propan-2-ylpropan-2-amine
  参考文献：
  名称：

  Palladium-Catalyzed trans- and cis-Carboboration of Alkynes Tethered to Chloroborane with Organozirconium Reagents:  Ligand-Dependent Complementary Stereoselectivity

  摘要：

  Cyclizative carboboration of carbon-carbon triple bonds has been achieved with a wide range of organozirconium reagents, including alkenyl, aryl, and alkylzirconium, with chloroboranes tethered to alkynes in the presence of palladium catalysts. The carboboration takes two distinctive stereochemical courses depending upon the phosphine ligands used: PMe3 induces highly selective cis-carboboration, while bulkier phosphines such as PtBu3, PCy3, and PAr3 induce trans-carboboration selectively.

  DOI：

  10.1021/ja711160h

文献信息

• Palladium-Catalyzed <i>trans</i>- and <i>cis</i>-Carboboration of Alkynes Tethered to Chloroborane with Organozirconium Reagents:  Ligand-Dependent Complementary Stereoselectivity
  作者：Masaki Daini、Akihiko Yamamoto、Michinori Suginome

  DOI：10.1021/ja711160h

  日期：2008.3.1

  Cyclizative carboboration of carbon-carbon triple bonds has been achieved with a wide range of organozirconium reagents, including alkenyl, aryl, and alkylzirconium, with chloroboranes tethered to alkynes in the presence of palladium catalysts. The carboboration takes two distinctive stereochemical courses depending upon the phosphine ligands used: PMe3 induces highly selective cis-carboboration, while bulkier phosphines such as PtBu3, PCy3, and PAr3 induce trans-carboboration selectively.