(R,R)-{N-(3-tert-butyl-5-chloromethyl-salicylidine)-N'-(3'-tert-butyl-5'-chloromethyl-salicylidine)}-1,2-cyclohexanediamine | 1160297-39-1

• 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,R)-{N-(3-tert-butyl-5-chloromethyl-salicylidine)-N'-(3'-tert-butyl-5'-chloromethyl-salicylidine)}-1,2-cyclohexanediamine
• 英文别名: (1R,2R)-N,N'-bis-[3-tert-butyl-5-chloromethyl-salicylidene]-1,2-cyclohexanediamine；CL；2-tert-butyl-6-[[(1R,2R)-2-[[3-tert-butyl-5-(chloromethyl)-2-hydroxyphenyl]methylideneamino]cyclohexyl]iminomethyl]-4-(chloromethyl)phenol
• CAS: 1160297-39-1
• 化学式: C₃₀H₄₀Cl₂N₂O₂
• 分子量: 531.566
• InChiKey: FIAFMBALTQNXON-CLJLJLNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R,R)-{N-(3-tert-butyl-5-chloromethyl-salicylidine)-N'-(3'-tert-butyl-5'-chloromethyl-salicylidine)}-1,2-cyclohexanediamine 、 iron(III) chloride hexahydrate 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  A new chiral Fe(iii)–salen grafted mesoporous catalyst for enantioselective asymmetric ring opening of racemic epoxides at room temperature under solvent-free conditions

  摘要：

  一种新的具有不同手性的铁（III）-salen嵌入式介孔催化剂已经合成，用于在无溶剂条件下对手性选择性（ee > 99%）进行芳香胺与外消旋环氧化物的ARO反应。

  DOI：

  10.1039/c5cc08675b
• 作为产物：
  描述：

  (1S,2S)-(+)-1,2-环己二胺 、 3-叔丁基-5-(氯甲基)-2-羟基苯甲醛 以 乙醇 为溶剂， 反应 3.0h， 生成 (R,R)-{N-(3-tert-butyl-5-chloromethyl-salicylidine)-N'-(3'-tert-butyl-5'-chloromethyl-salicylidine)}-1,2-cyclohexanediamine
  参考文献：
  名称：

  A new chiral Fe(iii)–salen grafted mesoporous catalyst for enantioselective asymmetric ring opening of racemic epoxides at room temperature under solvent-free conditions

  摘要：

  一种新的具有不同手性的铁（III）-salen嵌入式介孔催化剂已经合成，用于在无溶剂条件下对手性选择性（ee > 99%）进行芳香胺与外消旋环氧化物的ARO反应。

  DOI：

  10.1039/c5cc08675b

文献信息

• Effect of pore size on the performance of mesoporous material supported chiral Mn(III) salen complex for the epoxidation of unfunctionalized olefins
  作者：K YU、Z GU、R JI、L LOU、F DING、C ZHANG、S LIU

  DOI：10.1016/j.jcat.2007.09.009

  日期：2007.12.10

  synthesized and used as supports to immobilize chiral Mn(III) salen complex. The heterogeneous catalysts were characterized by XRD, FT-IR, DR UV–vis, and N2 sorption, and the results indicated the successful immobilization of chiral Mn(III) salen complex. The confinement effect of pore size on the catalytic performance of the heterogeneous catalysts was studied for the asymmetric epoxidation of unfunctionalized

  合成了一系列具有不同孔径的介孔MCM-41和MCM-48材料，并将其用作固定手性Mn（III）salen配合物的载体。通过XRD，FT-IR，DR UV-vis和N 2吸附对非均相催化剂进行了表征，结果表明手性Mn（III）salen配合物的成功固定。孔径上的非均相催化剂的催化性能的封闭效果进行了研究用于与未官能化的烯烃的不对称环氧化米-氯过氧苯甲酸作为氧化剂。发现转化率和对映体过量（ee）值与母体载体的孔径密切相关。固定在大孔介孔载体上的催化剂表现出较高的转化率，对于固定在MCM-41材料上的催化剂，ee值随孔径的增加而提高。然而，对于MCM-48材料负载的催化剂，载体与底物的相容孔尺寸有利于在烯烃环氧化中获得更高的对映选择性。
• Easily recyclable polymeric ionic liquid-functionalized chiral salen Mn(III) complex for enantioselective epoxidation of styrene
  作者：Rong Tan、Donghong Yin、Ningya Yu、Haihong Zhao、Dulin Yin

  DOI：10.1016/j.jcat.2009.02.020

  日期：2009.4

  nm of the PICC were proposed as characteristics of the monomeric salen Mn(III) complex. The PICC was used as a catalyst in the enantioselective epoxidation of styrene. Comparable catalytic activity and enantioselectivity relative to the monomeric chiral salen Mn(III) complex were observed. Furthermore, recovery of the polymeric catalyst was readily accomplished by simple precipitation in n-hexane, and

  通过1,3-二丙胺咪唑鎓溴化物的氨基（NH 2）基与氯甲基（CH 2 Cl）基在5,5'的两侧进行共价聚合，合成了聚合物离子液体（IL）-官能化的手性Salen配体（PICL）在典型的手性salen配体中的位置。与锰的合成PICL的治疗（OAC）2 ⋅4H 2 O和氯化锂下有氧氧化得到相应的聚合IL-官能手性沙仑的Mn（III）络合物（PICC）。1613、1540、570和412 cm -1处的典型IR波段，以及PICC 433 nm附近的最大UV-vis吸收峰被认为是单体salen Mn（III）配合物的特征。PICC用作苯乙烯的对映选择性环氧化的催化剂。观察到相对于单体手性salen Mn（III）配合物可比的催化活性和对映选择性。此外，聚合催化剂的回收率容易地通过简单的沉淀在完成Ñ正己烷，随后再利用（10次）无反应性和对映选择性的显著损失。
• Influence of chirality using Mn(iii) salen complexes on DNA binding and antioxidant activity
  作者：Noor-ul H. Khan、Nirali Pandya、Manoj Kumar、Prasanta Kumar Bera、Rukhsana I. Kureshy、Sayed H. R. Abdi、Hari C. Bajaj

  DOI：10.1039/c0ob00010h

  日期：——

  of the complexes was done by microanalysis, IR, LC-MS, UV-vis. and circular dichroism (CD) spectroscopy. Binding of these complexes with calf thymus DNA (CT-DNA) was studied by absorption spectroscopy, competitive binding study, viscosity measurements, circular dichroism measurements, thermal denaturation study and observation of their different antioxidant activities. Among all the complexes used,

  手性 锰（III）赛伦衍生自各自手性的配合物S - 1，R - 1，S - 2，R - 2，S - 3和R - 3Salen配体，即，（1。小号，2小号） - ñ，Ñ ' -双- [3-叔丁基-5-氯甲基salicylidine] -1,2-环己烷二胺小号- 1 '/（1 - [R，2 - [R）-N，N'-双-[3-叔丁基-5-氯甲基-水杨基吡啶] -1,2-环己二胺R - 1 '/（1 S，2 S）-N，N'-双-[3 -叔丁基-5- ñ，ñ ' ñ'triethylaminomethyl-salicylidine] -1,2-环己二氯化小号- 2 '/（1 - [R，2 - [R） - ñ，Ñ ' -双- [3-叔丁基-5- Ñ，Ñ ' Ñ 'triethylaminomethyl-salicylidine ] -1,2-环己二胺二氯化物R - 2 '/（1 S，2 S）-N，N'-双-[3
• Covalently anchored chiral Mn(III) salen-containing ionic species on mesoporous materials as effective catalysts for asymmetric epoxidation of unfunctionalized olefins
  作者：Lan-Lan Lou、Kai Yu、Fei Ding、Xiaojie Peng、Mingming Dong、Cui Zhang、Shuangxi Liu

  DOI：10.1016/j.jcat.2007.03.016

  日期：2007.7

  A kind of chiral Mn(IlI) salen-containing ionic species was prepared and covalently anchored on mesoporous materials, including SBA-15, MCM-48, MCM-41, and amorphous SiO2, via imidazole modification. These catalysts were characterized by N-2 sorption, XRD, FTIR, DR 141 UV-vis, and elemental analysis. The results showed that the chiral Mn(Ill) salen complex was successfully immobilized inside the channels of the modified mesoporous materials and that the long-range mesoporous ordering of parent supports was maintained after the immobilization. These prepared catalysts were evaluated in the asymmetric epoxidation of unfunctionalized olefins with m-chloroperoxybenzoic acid as oxidant. Comparable or even higher enantioselectivity than that of homogeneous counterpart was obtained with similar catalytic activity. Moreover, these heterogeneous catalysts can complete epoxidation rapidly, thus providing notably high turnover frequencies, attributed in part to the ionic property of the active centers. The SBA-15-based catalyst showed the best performance in the epoxidation reaction. Furthermore, these immobilized catalysts were stable and could be recycled five times without loss of activity. (C) 2007 Elsevier Inc. All rights reserved.