diethylphosphine borane | 22864-42-2

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: diethylphosphine borane
• 英文别名: Diethylphosphaniumylboranuide；diethylphosphaniumylboranuide
• CAS: 22864-42-2
• 化学式: C₄H₁₄BP
• 分子量: 103.94
• InChiKey: ZWXWUQDVIZKIDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.52
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-bromohexyne 、 diethylphosphine borane 在 K₂CO₃ 、 catalyst: CuI-1,10-phenanthroline 作用下， 以 甲苯 为溶剂， 以60%的产率得到diethylhex-1-ynylphosphine borane
  参考文献：
  名称：

  Copper-catalyzed synthesis of alkynylphosphine derivatives: unprecedented use of nucleophilic phosphorus compounds

  摘要：

  本文介绍了一种获得炔基膦衍生物的崭新而顺利的方法。它依赖于利用 CuI/1,10-菲罗啉偶联剂对仲膦硼烷与炔基溴化物进行前所未有的催化偶联。

  DOI：

  10.1039/c0cc04645k

文献信息

• Unprecedented Synthesis of Alkynylphosphine-boranes through Room-Temperature Oxidative Alkynylation
  作者：Kévin Jouvin、Romain Veillard、Cédric Theunissen、Carole Alayrac、Annie-Claude Gaumont、Gwilherm Evano

  DOI：10.1021/ol402197d

  日期：2013.9.6

  An original and user-friendly synthesis of alkynylphosphine-boranes, useful building blocks in organic synthesis, based on an oxidative P-alkynylation reaction with readily available copper acetylides is reported. The ability of a secondary phosphine protected with a borane to undergo oxidative coupling without oxidation of the P-moiety is demonstrated for the first time. The reaction, which proceeds at room temperature, is applicable to the preparation of enantioenriched and structurally complex alkynylphosphine-boranes.
• Copper-catalyzed synthesis of alkynylphosphine derivatives: unprecedented use of nucleophilic phosphorus compounds
  作者：Elise Bernoud、Carole Alayrac、Olivier Delacroix、Annie-Claude Gaumont

  DOI：10.1039/c0cc04645k

  日期：——

  A new and smooth approach towards alkynylphosphine derivatives is described. It relies on the unprecedented catalytic coupling of secondary phosphine boranes with alkynyl bromides using the CuI/1,10-phenanthroline couple.

  本文介绍了一种获得炔基膦衍生物的崭新而顺利的方法。它依赖于利用 CuI/1,10-菲罗啉偶联剂对仲膦硼烷与炔基溴化物进行前所未有的催化偶联。