diphenylpropargylphosphine-borane complex | 906543-22-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diphenylpropargylphosphine-borane complex
• 英文别名: propargyl(diphenyl)phosphine borane complex；propargyldiphenylphosphine-borane；bis(phenyl)propargylphosphine borane
• CAS: 906543-22-4
• 化学式: C₁₅H₁₆BP
• 分子量: 238.077
• InChiKey: XXEVMIQRDWLGAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  diphenylpropargylphosphine-borane complex 在 三乙烯二胺 、 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 甲苯 、 叔丁醇 为溶剂， 反应 10.0h， 生成 1-benzyl-4-((diphenylphosphino)methyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  “Clickphine”:  A Novel and Highly Versatile P,N Ligand Class via Click Chemistry

  摘要：

  A novel P,N-type ligand family (ClickPhine) is disclosed that is easily accessible using the Cu(I)-catalyzed azide-alkyne "click" cycloaddition. A diverse set of ligands was made in just three steps from readily available starting materials to give several homogeneous and a heterogeneous catalyst. Preliminary experiments show the efficacy of these ligands in the Pd-catalyzed allylic alkylation reaction.

  DOI：

  10.1021/ol061015q
• 作为产物：
  描述：

  3-溴丙炔 、 (diphenyl)phosphine borane complex 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 0.25h， 以99%的产率得到diphenylpropargylphosphine-borane complex
  参考文献：
  名称：

  “Clickphine”:  A Novel and Highly Versatile P,N Ligand Class via Click Chemistry

  摘要：

  A novel P,N-type ligand family (ClickPhine) is disclosed that is easily accessible using the Cu(I)-catalyzed azide-alkyne "click" cycloaddition. A diverse set of ligands was made in just three steps from readily available starting materials to give several homogeneous and a heterogeneous catalyst. Preliminary experiments show the efficacy of these ligands in the Pd-catalyzed allylic alkylation reaction.

  DOI：

  10.1021/ol061015q

文献信息

• Cyclodextrin–phosphane possessing a guest-tunable conformation for aqueous rhodium-catalyzed hydroformylation
  作者：Diem Ngan Tran、François-Xavier Legrand、Stéphane Menuel、Hervé Bricout、Sébastien Tilloy、Eric Monflier

  DOI：10.1039/c1cc16326d

  日期：——

  The inclusion of a guest inside the cavity of a new water-soluble cyclodextrin–phosphane allows controlling the natural conformation of this ligand leading to an inversion of the regioselectivity during aqueous hydroformylation reaction.

  在一种新型水溶性环糊精膦烷的空腔中加入客体，可以控制这种配体的自然构象，从而在水基氢甲酰化反应中实现反向区域选择性。
• Diarylphosphine- and dialkylphosphine-containing compounds, processes of preparing same and uses thereof as tridentate ligands
  申请人：Technion Research & Development Foundation Ltd.

  公开号：US08318960B2

  公开（公告）日：2012-11-27

  A novel process of preparing tridentate ligands containing one or more of a diarylphosphine and/or dialkylphosphine electron donating groups are disclosed. Use of this process for preparing a combinatorial library of such tridentate ligands and of organometallic complexes containing same is also disclosed. Further disclosed are novel diarylphosphine-containing and dialkylphosphine-containing compounds that can serve as tridentate ligands (e.g., pincer ligands), combinatorial libraries of such tridentate ligands, organometallic complexes containing these ligands (e.g., pincer complexes), and combinatorial libraries of such complexes. Methods utilizing these libraries for screening for candidate organometallic catalysts are also disclosed. Novel precursor molecules useful for preparing the tridentate ligands and processes of preparing same are also disclosed.

  公开了一种制备含有一个或多个二芳基膦和/或二烷基膦电子给体基团的三齿配体的新工艺。公开了使用该工艺制备这种三齿配体和含有同样三齿配体的有机金属配合物的组合化学库。进一步公开了新的含有二芳基膦和二烷基膦的化合物，可以作为三齿配体（例如夹子配体），这种三齿配体的组合化学库，含有这些配体（例如夹子配合物）的有机金属配合物和这些配合物的组合化学库。公开了利用这些库筛选候选有机金属催化剂的方法。还公开了用于制备三齿配体的新前体分子和制备这些分子的工艺。
• Synthesis of Photochromic Phosphines by Pd‐Catalyzed Annulation Reaction of Alkynes Bearing Phosphinyl Substituent with a Silacyclopropene
  作者：Akshitha Selvaraj、Marie Cordier、Marc Devillard、Gilles Alcaraz

  DOI：10.1002/chem.202302374

  日期：2023.11.24

  A methodological approach for the preparation of unconventional DTE-based photochromic phosphines is reported. It relies on the Pd-catalyzed annulation reaction of alkynyl phosphines in the presence of a silirene.

  报道了一种制备基于 DTE 的非常规光致变色膦的方法。它依赖于在硅烯存在下，钯催化的炔基膦成环反应。
• Synthesis and CuAAC Reactions of Azidoalkylethoxysilanes: Grafting CuAAC Products onto Silica Surface
  作者：Roman G. Kultyshev、Yuji Kawanishi、Masateru Nishioka、Akira Miyazawa

  DOI：10.1080/00397911.2013.822514

  日期：2014.2.16

  One-pot synthetic protocols of novel azido functionalized silane coupling agents from corresponding terminal mesylated or tosylated 1-olefins were developed. Azido groups were successfully converted to the corresponding 1,2,3-triazol ring by the copper-catalyzed azido alkyne coupling (CuAAC) reaction without alkoxysilane decomposition. The CuAAC product was readily grafted onto the silica surface in good yield. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
• Pincer Click Ligands
  作者：Elaine M. Schuster、Mark Botoshansky、Mark Gandelman

  DOI：10.1002/anie.200800123

  日期：2008.6.2