1,3-bis(4-methylbenzyl)pyrrolidine | 1264184-54-4

• 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: 1,3-bis(4-methylbenzyl)pyrrolidine
• CAS: 1264184-54-4
• 化学式: C₂₀H₂₅N
• 分子量: 279.425
• InChiKey: GKJLLSWWYLQSKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  四氢吡咯 、 (4-甲基苯基)甲醇 在 D(+)-10-樟脑磺酸 、 [Ru(p-cymene)(k⁽²⁾-o-tBuPPBS)Cl] 作用下， 以 甲苯 为溶剂， 反应 16.02h， 以65%的产率得到1,3-bis(4-methylbenzyl)pyrrolidine
  参考文献：
  名称：

  钌催化级联N-和C（3）-烷基胺与涉及氢自动转移过程的醇的环状胺。

  摘要：

  描述了通过级联反应通过借位氢方法使用具有膦磺酸磺酸盐配体特征的新的（芳烃）钌（II）配合物进行级联反应的未活化胺的N-和C（3）-二烷基化。该反应是高度区域选择性的，并且产生水作为唯一的副产物。

  DOI：

  10.1002/adsc.201000546

文献信息

• Alkylation of cyclic amines with alcohols catalyzed by Ru(II) complexes bearing N -Heterocyclic carbenes
  作者：Öznur Doğan Ulu、Nevin Gürbüz、İsmail Özdemir

  DOI：10.1016/j.tet.2017.09.027

  日期：2018.2

  includes the synthesis of 2-(1,3-dioxane-2-yl)ethyl substituted benzimidazole substituted N-heterocyclic carbenes precursors and their ruthenium complexes. Synthesized compounds were characterized by elemental analysis and NMR spectroscopy. All complexes have been tested in the alkylation of pyrrolidine and morpholine with alcohols, showing an excellent activity in this reaction.

  本文包括2-（1,3-二恶烷-2-基）乙基取代的苯并咪唑取代的N-杂环卡宾前体及其钌配合物的合成。合成的化合物通过元素分析和NMR光谱进行表征。所有配合物均已在吡咯烷和吗啉与醇的烷基化反应中进行了测试，在该反应中显示出出色的活性。
• Hydrazone complexes of ruthenium(II): Synthesis, crystal structures and catalytic applications in N-alkylation reactions
  作者：Kaliyappan Murugan、Subbarayan Vijayapritha、Muthukumaran Nirmala、Periasamy Viswanathamurthi、Karuppannan Natarajan

  DOI：10.1016/j.jorganchem.2020.121411

  日期：2020.9

  ESI-MS spectral methods. Further, structures of two of the complexes have been determined by single crystal X-ray diffraction technique which revealed a pseudo octahedral geometry with the coordination of the quinoline nitrogen and quinoline oxygen atoms of the ligand. All the new complexes have been employed as efficient catalysts in N-alkylation reactions for the synthesis of tertiary amines by the coupling

  一系列新的通式为[RuH（CO）（EPh 3）2 L]（1-6）的8-羟基喹啉-2-羧醛的Ru（II）配合物（E = P或As，L = N '-（（（8-羟基喹啉-2-基）亚甲基）噻吩-2-碳酰肼（HQ-THy），N'-（（（8-羟基喹啉-2-基）亚甲基）异烟酰肼（HQ-IHy），N'-已经合成了（（8-羟基喹啉-2-基）亚甲基）苯甲酰肼（HQ-BHy）。它们已通过元素分析，IR，NMR（1 H，13 C和31P）和ESI-MS光谱方法。此外，已经通过单晶X射线衍射技术确定了两种配合物的结构，该技术揭示了配体的喹啉氮和喹啉氧原子配位的伪八面体几何形状。通过将仲胺与芳族伯醇在低催化剂负载下以最大收率偶联，所有新的络合物已被用作N-烷基化反应中合成叔胺的有效催化剂。另外，已经充分研究了取代基对配体，不同溶剂以及碱和催化剂负载量对配合物催化活性的影响。综合大楼1业已发现，AlO3是醇与胺的N-烷
• N-Alkylation and N,C-Dialkylation of Amines with Alcohols in the Presence of Ruthenium Catalysts with Chelating N-Heterocyclic Carbene Ligands
  作者：Zeynel Şahin、Nevin Gürbüz、İsmail Özdemir、Onur Şahin、Orhan Büyükgüngör、Mathieu Achard、Christian Bruneau

  DOI：10.1021/om501066n

  日期：2015.6.8

  A series of new benzimidazolium salts and ruthenium(II) complexes containing chelating N-heterocyclic carbenes (NHCs) functionalized with a benzylic group and an acetal group were prepared. All of the synthesized compounds were characterized by elemental analysis and NMR spectroscopy, and the molecular structures of 2c and 2d were determined by X-ray crystallography. All of the,complexes were tested in the alkylation of cyclic amine derivatives with alcohols and showed excellent activity in this reaction. Cyclic amines were alkylated with primary and heteroaromatic alcohols. The Ru-NHC Complexes also catalyzed N,C3-dialkylation of cyclic amines.