P,P-Diphenyl-N-[(1R)-1-(3-thienyl)ethyl]phosphinic amide | 866540-36-5

• 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: P,P-Diphenyl-N-[(1R)-1-(3-thienyl)ethyl]phosphinic amide
• 英文别名: (1R)-N-diphenylphosphoryl-1-thiophen-3-ylethanamine
• CAS: 866540-36-5
• 化学式: C₁₈H₁₈NOPS
• 分子量: 327.387
• InChiKey: ZCRXBFYFDNVBMT-OAHLLOKOSA-N

物化性质

• 沸点：
  476.7±47.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  57.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二苯基次膦酰氯 在 [ReOCl3(OPPh3)(SMe2)] 、 (R,R)-bis[4-(4-t-Bu-Phe)-4,5-dihydrooxazol-2-yl]acetonitrile 、 二甲基苯基硅烷 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 P,P-Diphenyl-N-[(1R)-1-(3-thienyl)ethyl]phosphinic amide
  参考文献：
  名称：

  Enantioselective Reduction of Imines Catalyzed by a Rhenium(V)−Oxo Complex

  摘要：

  An air- and moisture-tolerant enantioselective hydrosilylation of N-phosphinyl imines employing a chiral Re(V)-oxo complex as a catalyst is described. The chiral catalyst is a cyanobis(oxazoline) (CNbox)-ligated rhenium-oxo complex of the general formula (CNbox)Re(O)Cl2(OPPh3). Using this catalyst, a wide range of aromatic imines (including cyclic, acyclic, and heteroaromatic), alpha-iminoesters, and alpha,beta-unsaturated imines are reduced with good to excellent enantioselectivities.

  DOI：

  10.1021/ja050831a

文献信息

• Developing Ru-Catalysts for Asymmetric Transfer Hydrogenation of Acyclic Imines
  作者：Dongxu He、Chen Xu、Xiangyou Xing

  DOI：10.1021/acs.orglett.2c03385

  日期：2022.11.18

  Asymmetric transfer hydrogenation (ATH) of acyclic imines has been rarely reported by using Ru-based catalysts. In this manuscript, employing Ru-catalysts with minimal stereogenicity in combination with formic acid/triethylamine as the hydrogen donor enables a highly efficient ATH of N-diphenylphosphinyl acyclic imines. These substrates that include various aryl alkyl and heteroaryl alkyl substituted imines

  使用 Ru 基催化剂很少报道无环亚胺的不对称转移氢化 (ATH)。在这份手稿中，使用具有最小立体异构性的 Ru 催化剂与甲酸/三乙胺作为氢供体相结合，可以实现N-二苯基膦基无环亚胺的高效 ATH 。这些包含各种芳基烷基和杂芳基烷基取代亚胺的底物都与该催化体系相容，并以优异的对映体过量 (ee's) 和产率获得相应的还原胺。
• Enantioselective Reduction of Imines Catalyzed by a Rhenium(V)−Oxo Complex
  作者：Kristine A. Nolin、Richard W. Ahn、F. Dean Toste

  DOI：10.1021/ja050831a

  日期：2005.9.1

  An air- and moisture-tolerant enantioselective hydrosilylation of N-phosphinyl imines employing a chiral Re(V)-oxo complex as a catalyst is described. The chiral catalyst is a cyanobis(oxazoline) (CNbox)-ligated rhenium-oxo complex of the general formula (CNbox)Re(O)Cl2(OPPh3). Using this catalyst, a wide range of aromatic imines (including cyclic, acyclic, and heteroaromatic), alpha-iminoesters, and alpha,beta-unsaturated imines are reduced with good to excellent enantioselectivities.