[C3H2N2(3,4,5-trimethoxybenzyl)(n-Bu)]Cl | 1375176-60-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [C3H2N2(3,4,5-trimethoxybenzyl)(n-Bu)]Cl
• CAS: 1375176-60-5
• 化学式: C₁₇H₂₅N₂O₃*Cl
• 分子量: 340.85
• InChiKey: GAJNAMMBPMWVOW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.35
• 重原子数：
  23.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  36.5
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 [C3H2N2(3,4,5-trimethoxybenzyl)(n-Bu)]Cl 在 silver oxide 作用下， 以 1,2-二氯乙烷 为溶剂， 以78%的产率得到[IrCl(COD)(C3H2N2(3,4,5-trimethoxybenzyl)(n-Bu))]
  参考文献：
  名称：

  Alternative Energy Input for Transfer Hydrogenation using Iridium NHC Based Catalysts in Glycerol as Hydrogen Donor and Solvent

  摘要：

  Four Ir(I) and Ir(III) N-heterocyclic carbene (NHC) based complexes with 3,4,5-trimethoxybenzyl N-substituents have been obtained and fully characterized. The new complexes have been used as catalysts in the reduction of aldehydes and ketones with glycerol, and their activities have been compared to those shown by other Ir(III) NHC-complexes previously reported. The reactions were carried out under oil bath heating, and a detailed comparative study has been carried out using microwave (MW) and ultrasound (US) activation. The new Ir(III) complexes proved to be most efficient in the reduction of ketones, while the Ir(I) complexes are more active in the reduction of aldehydes. The use of ultrasound has a tremendous impact in shortening reaction times, and good results have been obtained in the reduction of aldehydes. In some experiments transmision electron microscopy (TEM) and UV-vis analysis showed the presence of iridium-containing nanoparticles after MW or US activation.

  DOI：

  10.1021/om300109e
• 作为产物：
  描述：

  N-丁基咪唑 、 3,4,5-三甲氧基苄氯 反应 48.0h， 以96%的产率得到[C3H2N2(3,4,5-trimethoxybenzyl)(n-Bu)]Cl
  参考文献：
  名称：

  Alternative Energy Input for Transfer Hydrogenation using Iridium NHC Based Catalysts in Glycerol as Hydrogen Donor and Solvent

  摘要：

  Four Ir(I) and Ir(III) N-heterocyclic carbene (NHC) based complexes with 3,4,5-trimethoxybenzyl N-substituents have been obtained and fully characterized. The new complexes have been used as catalysts in the reduction of aldehydes and ketones with glycerol, and their activities have been compared to those shown by other Ir(III) NHC-complexes previously reported. The reactions were carried out under oil bath heating, and a detailed comparative study has been carried out using microwave (MW) and ultrasound (US) activation. The new Ir(III) complexes proved to be most efficient in the reduction of ketones, while the Ir(I) complexes are more active in the reduction of aldehydes. The use of ultrasound has a tremendous impact in shortening reaction times, and good results have been obtained in the reduction of aldehydes. In some experiments transmision electron microscopy (TEM) and UV-vis analysis showed the presence of iridium-containing nanoparticles after MW or US activation.

  DOI：

  10.1021/om300109e

文献信息

• Palladium N-Heterocyclic Carbene Catalysts for the Ultrasound-Promoted Suzuki-Miyaura Reaction in Glycerol
  作者：Arturo Azua、Jose A. Mata、Pauline Heymes、Eduardo Peris、Frederic Lamaty、Jean Martinez、Evelina Colacino

  DOI：10.1002/adsc.201201047

  日期：2013.4.15

  Novel palladium N‐heterocyclic‐carbene (NHC)‐based complexes with 3,4,5‐trimethoxybenzyl, alkyl and sulfonate N‐substituents were obtained and fully characterized. The new complexes were used as pre‐catalysts in the Suzuki–Miyaura coupling of various aryl halides/boron sources in glycerol under pulsed‐ultrasound (P‐US) activation. High yields were obtained under mild reaction conditions, without formation

  获得了具有3,4,5-三甲氧基苄基，烷基和磺酸盐N取代基的新型基于钯N-杂环卡宾（NHC）的配合物。在脉冲超声（P-US）活化下，新的络合物被用作甘油中各种芳基卤化物/硼源的Suzuki-Miyaura偶联的前催化剂。在温和的反应条件下可获得高收率，而不会形成不希望的副产物。无需柱色谱法即可轻松回收纯净的最终交叉偶联产物，并且可以回收催化/溶剂系统。TEM（透射电子显微镜）和XPS（X射线光电子能谱）用于表征纳米颗粒并研究催化剂的命运。
• Ion mobility mass spectrometry uncovers regioselectivity in the carboxylate-assisted C–H activation of palladium N-heterocyclic carbene complexes
  作者：Laura Ibáñez-Ibáñez、Andres Mollar-Cuni、Edmond Apaloo-Messan、Akhilesh K. Sharma、Jose A. Mata、Feliu Maseras、Cristian Vicent

  DOI：10.1039/d3dt02793g

  日期：——

  using mass spectrometry (MS) methods. The N-heterocyclic carbene (NHC) cations [(NHC)PdX]+, bearing as X− ligand bases commonly used to promote the C–H activation (carboxylates and bicarbonate), are generated in the gas-phase by ESI-MS. Their C–H bond activation at the N-bound groups of the NHC is then studied using Collision Induced Dissociation (CID) experiments. Ion Mobility Spectrometry (IM)-MS

  羧酸盐辅助的 Pd 催化 C-H 键活化构成了一种温和且通用的合成工具，可有效、选择性地裂解惰性 C-H 键。在这里，我们展示了一种使用质谱（MS）方法通过实验评估此类系统的反应性和选择性的简单方法。 N-杂环卡宾 (NHC) 阳离子 [(NHC)PdX] +作为X-配体碱基，通常用于促进 C–H 活化（羧酸盐和碳酸氢盐），通过 ESI-MS 在气相中生成。然后使用碰撞诱导解离 (CID) 实验研究它们在 NHC N 结合基团处的 C-H 键激活。利用离子淌度谱 (IM)-MS 来鉴定许多与独特位点选择性 C-H 激活相关的区域异构体。结果表明，这种伴随乙酸释放的 C–H 活化是由活化的 [(NHC-H)Pd(CH 3 CO 2 H)] +和非活化的 [(NHC)Pd(CH 3 CO 2)的混合物发生的。 )] +复合物。 X 型配体（X = Cl - 、羧酸盐和碳酸氢盐）的特性对 CID