(R,S)-tert-butylphenyl(4-bromophenyl)phosphine | 196799-07-2

• 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: (R,S)-tert-butylphenyl(4-bromophenyl)phosphine
• 英文别名: (4-Bromophenyl)-tert-butyl-phenylphosphane
• CAS: 196799-07-2
• 化学式: C₁₆H₁₈BrP
• 分子量: 321.197
• InChiKey: VKZIFAYHFIYRIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  (R,S)-tert-butylphenyl(4-bromophenyl)phosphine 生成 (S)-tert-butylphenyl(4-bromophenyl)phosphine
  参考文献：
  名称：

  单齿P *-手性膦PBu t C 6 H 4 Br-4的拆分及其NMR推断的绝对构型

  摘要：

  通过用衍生自α-叔-Bu-取代的叔苄基胺的新的手性邻钯酸化拆分剂色谱分离其非对映异构体加合物，以对映纯状态获得单齿膦PBu t C 6 H 4 Br-4的两种对映体。使用1确定Palladacycle的构象和膦的绝对构型1 H NMR光谱法（包括NOE技术），并通过两种非对映体复合物的X射线衍射研究证实。在回收起始拆分剂的情况下，将分解的膦的对映异构体从钯（II）配合物的各个非对映异构体中置换出来，并以钯（II）的双核配位配合物的形式捕获。

  DOI：

  10.1016/s0957-4166(99)00134-2
• 作为产物：
  描述：

  1,4-二溴苯 、 tert-butylchlorophenylphosphane 在 正丁基锂 作用下， 生成 (R,S)-tert-butylphenyl(4-bromophenyl)phosphine
  参考文献：
  名称：

  ortho-palladated α-phenylalkylamines for enantiomeric purity determination of monodentate P∗-chiral phosphines

  摘要：

  Three ortho-palladated complexes were tested as chiral derivatizing agents for enantiomeric excess determination of monodentate P-*-chiral phosphines by P-31 NMR analysis. The complexes containing a bulky substituent at the alpha-C-* - 1e or an N-*-stereocentre 1d are shown to be more efficient as compared to known N-achiral alpha-methyl substituted analogues. The structure and stereochemistry of the new dimeric complex (S-c)-1e was established by X-ray analysis. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00300-5

文献信息

• ortho-palladated α-phenylalkylamines for enantiomeric purity determination of monodentate P∗-chiral phosphines
  作者：V.V. Dunina、L.G. Kuz'mina、M.Yu. Kazakova、Yu.K. Grishin、Yu.A. Veits、E.I. Kazakova

  DOI：10.1016/s0957-4166(97)00300-5

  日期：1997.8

  Three ortho-palladated complexes were tested as chiral derivatizing agents for enantiomeric excess determination of monodentate P-*-chiral phosphines by P-31 NMR analysis. The complexes containing a bulky substituent at the alpha-C-* - 1e or an N-*-stereocentre 1d are shown to be more efficient as compared to known N-achiral alpha-methyl substituted analogues. The structure and stereochemistry of the new dimeric complex (S-c)-1e was established by X-ray analysis. (C) 1997 Published by Elsevier Science Ltd.
• A resolution of the monodentate P*-chiral phosphine PButC6H4Br-4 and its NMR-deduced absolute configuration
  作者：Valery V Dunina、Lyudmila G Kuz'mina、Marina Yu Rubina、Yuri K Grishin、Yuri A Veits、Elena I Kazakova

  DOI：10.1016/s0957-4166(99)00134-2

  日期：1999.4

  of their diastereomeric adducts with a new homochiral ortho-palladated resolving agent derived from α-tert-Bu-substituted tertiary benzylamine. The conformation of the palladacycle and the absolute configuration of the phosphine were determined using 1H NMR spectroscopy (including NOE technique) and confirmed by an X-ray diffraction study of both diastereomeric complexes. The enantiomers of the resolved

  通过用衍生自α-叔-Bu-取代的叔苄基胺的新的手性邻钯酸化拆分剂色谱分离其非对映异构体加合物，以对映纯状态获得单齿膦PBu t C 6 H 4 Br-4的两种对映体。使用1确定Palladacycle的构象和膦的绝对构型1 H NMR光谱法（包括NOE技术），并通过两种非对映体复合物的X射线衍射研究证实。在回收起始拆分剂的情况下，将分解的膦的对映异构体从钯（II）配合物的各个非对映异构体中置换出来，并以钯（II）的双核配位配合物的形式捕获。