2-（苯硫基）-N-[2-（吡咯烷基-1-基）乙基]乙-1-胺

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-（苯硫基）-N-[2-（吡咯烷基-1-基）乙基]乙-1-胺
• 英文名称: 2-(phenylthio)-N-(2-(pyrrolidin-1-yl)ethyl)ethylamine
• 英文别名: 2-(Phenylthio)-N-(2-(pyrrolidin-1-yl)ethyl)ethan-1-amine；N-(2-phenylsulfanylethyl)-2-pyrrolidin-1-ylethanamine
• 化学式: C₁₄H₂₂N₂S
• mdl: MFCD22205386
• 分子量: 250.408
• InChiKey: HFHFGIYGEBDJAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  40.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tris(triphenylphosphine)ruthenium(II) chloride 、 2-（苯硫基）-N-[2-（吡咯烷基-1-基）乙基]乙-1-胺 以 二氯甲烷 为溶剂， 反应 2.0h， 以85%的产率得到Dichloro[rel-[N(S)]-N-[2-[(R)-phenylthio-kappaS]ethyl]-[1-pyrrolidineethanamine-kappaNN1,kappaN1](triphenylphosphine)ruthenium(II)
  参考文献：
  名称：

  Air-Stable NNS (ENENES) Ligands and Their Well-Defined Ruthenium and Iridium Complexes for Molecular Catalysis

  摘要：

  We introduce ENENES, a new family of air-stable and low-cost NNS ligands bearing NH functionalities of the general formula E(CH2)(m)NH(CH2)(n)SR, where E is selected from -NC4H8O, -NC4H8, or -N(CH3)(2), m and n = 2 and/or 3, and R = Ph, Bn, Me, or SR (part of a thiophenyl fragment). The preparation and characterization of more than 15 examples of well-defined Ru and Ir complexes supported by these ligands that are relevant to bifunctional metalligand M/NH molecular catalysis are reported. Reactions of NNS ligands with suitable Ru or Ir precursors afford rich and diverse solid-state and solution chemistries, producing monometallic molecules as well as bimetallics in which the ligand coordinates to the metal via either bidentate (kappa(2)[N,N'] or kappa(2)[N',S]) or tridentate (kappa(3)[N,N',S]) binding modes, depending on the basicity of the sulfur atom, CH2 chain length (m or n parameter), or identity of the transition metal. In the case of Ir, ligands bearing benzyl substituents lead to unprecedented kappa(4)[N,N',S,C]-tetradentate core-structure complexes of the type [(IrHCl)-H-III{kappa(4)(N,N',S,C)ligand}], resulting from ortho-metalation via CH oxidative addition. Fourteen of these Ru and Ir complexes have been crystallographically characterized. Air- and moisture-stable complexes of the type trans-[(RuCl2)-Cl-II{kappa(3)[N,N',S]ligand}(L)] (L = PPh3, PCy3, DMSO), and others, effect the selective hydrogenation of methyl trifluoroacetate into the important synthon trifluoroacetaldehyde methyl hemiacetal in basic methanol under relatively mild conditions (3540 degrees C, 25 bar H-2) with reasonable turnover numbers (i.e., > 1000), whereas the air-stable Ir monohydride complexes [(IrHCl)-H-III{kappa(4)(N,N',S,C)ligand}] exhibit excellent catalytic activities and high chemoselectivity for the same reaction, reaching turnover numbers of >10 000.

  DOI：

  10.1021/acs.organomet.5b00432
• 作为产物：
  描述：

  2-苯硫基乙醇 在 三溴化磷 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 16.75h， 生成 2-（苯硫基）-N-[2-（吡咯烷基-1-基）乙基]乙-1-胺
  参考文献：
  名称：

  [EN] POLYDENTATE LIGANDS AND THEIR COMPLEXES FOR MOLECULAR CATALYSIS
  [FR] LIGANDS POLYDENTATES ET LEURS COMPLEXES POUR LA CATALYSE MOLÉCULAIRE

  摘要：

  本发明涉及新型的无手性和手性硫、氮和磷含配体，被称为NNS型、P(0)NS型、PNS型、SNNS型、SNNP(0)型或SNNP型多齿配体以及这些配体的过渡金属配合物。从这些配体和过渡金属配合物衍生的催化剂可用于各种催化反应，包括不饱和有机化合物的加氢和转移加氢、醇和硼烷的脱氢、各种脱氢偶联反应以及其他催化转化。

  公开号：

  WO2015191505A1

文献信息

• Polydentate ligands and their complexes for molecular catalysis
  申请人：Triad National Security, LLC

  公开号：US10550139B2

  公开（公告）日：2020-02-04

  Embodiments of the present disclosure relate generally to novel achiral and chiral sulfur-, nitrogen- and phosphorus-containing ligands, designated as NNS-type, P(O)NS-type, PNS-type, SNNS-type, SNNP(O)-type, or SNNP-type polydentate ligands and transition metal complexes of these ligands, including iridium complexes having PNS-type and NNS-type ligands. The catalysts derived from these ligands and transition metal complexes may be used in a wide range of catalytic reactions, including hydrogenation and transfer hydrogenation of unsaturated organic compounds, dehydrogenation of alcohols and boranes, various dehydrogenative couplings, chemoselective hydrogenation of α,β-unsaturated alcohols, and other catalytic transformations.

  本公开的实施方案一般涉及新型非手性和手性含硫、氮和磷配体，即NNS型、P(O)NS型、PNS型、SNNS型、SNNP(O)型或SNNP型多齿配体以及这些配体的过渡金属配合物，包括具有PNS型和NNS型配体的铱配合物。由这些配体和过渡金属配合物衍生的催化剂可用于多种催化反应，包括不饱和有机化合物的氢化和转移氢化、醇和硼烷的脱氢、各种脱氢偶联反应、α,β-不饱和醇的化学选择性氢化以及其他催化转化反应。
• POLYDENTATE LIGANDS AND THEIR COMPLEXES FOR MOLECULAR CATALYSIS
  申请人：Los Alamos National Security, LLC

  公开号：US20170088571A1

  公开（公告）日：2017-03-30

  Embodiments of the present disclosure relate generally to novel achiral and chiral sulfur-, nitrogen- and phosphorus-containing ligands, designated as NNS-type, P(O)NS-type, PNS-type, SNNS-type, SNNP(O)-type, or SNNP-type polydentate ligands and transition metal complexes of these ligands, including iridium complexes having PNS-type and NNS-type ligands. The catalysts derived from these ligands and transition metal complexes may be used in a wide range of catalytic reactions, including hydrogenation and transfer hydrogenation of unsaturated organic compounds, dehydrogenation of alcohols and boranes, various dehydrogenative couplings, chemoselective hydrogenation of α,β-unsaturated alcohols, and other catalytic transformations.