2'-[1,2-ethanediylbis(thio)]bis[1-isopropyl-4-tert-butyl-1H-imidazole] | 869881-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2'-[1,2-ethanediylbis(thio)]bis[1-isopropyl-4-tert-butyl-1H-imidazole]
• 英文别名: 4-Tert-butyl-2-[2-(4-tert-butyl-1-propan-2-ylimidazol-2-yl)sulfanylethylsulfanyl]-1-propan-2-ylimidazole；4-tert-butyl-2-[2-(4-tert-butyl-1-propan-2-ylimidazol-2-yl)sulfanylethylsulfanyl]-1-propan-2-ylimidazole
• CAS: 869881-40-3
• 化学式: C₂₂H₃₈N₄S₂
• 分子量: 422.703
• InChiKey: COIPKCURJXALOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  86.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 二氯甲烷 、 2'-[1,2-ethanediylbis(thio)]bis[1-isopropyl-4-tert-butyl-1H-imidazole] 、 水 、 silver trifluoromethanesulfonate 以 水 、 丙酮 为溶剂， 以75%的产率得到[(C5Me5)Ir(H2O)(2'-[1,2-ethanediylbis(thio)]bis[1-isopropyl-4-tert-butyl-1H-imidazole])](CF3SO3)2*CH2Cl2
  参考文献：
  名称：

  A Binding Pocket for Coordinated Water Formed by the Metal Center and Two Heterocyclic Nitrogens in Chelating Bis-thioethers of the Complexes {Cp*M[Im‘S(CH₂)₂SIm‘](H₂O)}²⁺ (M = Rh, Ir; Im‘ = 1-alkyl-4-tert-butylimidazol-2-yl)

  摘要：

  Two new chelating bis-thioethers of the form Im'S(CH2)(2)SIm' were made, where Im' = 1-methyl and 1-isopropyl-4-tert-butylimidazol-2-yl (4-Me and 4-iPr, respectively). When coordinated to Cp*Ir2+ and Cp*Rh2+ fragments in the presence of water, complexes 2 of the form {Cp*M[Im'S(CH2)(2)SIm'](H2O)}(2+){OTf-}(2) were isolated in high yields. In these species, hydrogen-bonding networks were formed between the O-H bonds of the coordinated water molecule and the imidazole nitrogens on each side, as revealed in X-ray diffraction structures of 2-Me-Ir and 2-Me-Rh. Proton NMR spectra of the complexes in the presence of varying amounts of D2O and H2O led to formation of the three possible isotopomers, of which the H2O and HOD isotopomers were detected by H-1 NMR. Three of the complexes were evaluated as modestly active catalysts for transfer hydrogenation of acetophenone in the absence of added base. As a control, the Cp*Rh2+ complex from PhSCH2CH2SPh was made and shown to be an ineffective catalyst.

  DOI：

  10.1021/om050448e

文献信息

• A Binding Pocket for Coordinated Water Formed by the Metal Center and Two Heterocyclic Nitrogens in Chelating Bis-thioethers of the Complexes {Cp*M[Im‘S(CH₂)₂SIm‘](H₂O)}²⁺ (M = Rh, Ir; Im‘ = 1-alkyl-4-<i>tert</i>-butylimidazol-2-yl)
  作者：Valentin Miranda-Soto、Miguel Parra-Hake、David Morales-Morales、Ruben A. Toscano、Grant Boldt、Anatol Koch、Douglas B. Grotjahn

  DOI：10.1021/om050448e

  日期：2005.11.1

  Two new chelating bis-thioethers of the form Im'S(CH2)(2)SIm' were made, where Im' = 1-methyl and 1-isopropyl-4-tert-butylimidazol-2-yl (4-Me and 4-iPr, respectively). When coordinated to Cp*Ir2+ and Cp*Rh2+ fragments in the presence of water, complexes 2 of the form Cp*M[Im'S(CH2)(2)SIm'](H2O)}(2+)OTf-}(2) were isolated in high yields. In these species, hydrogen-bonding networks were formed between the O-H bonds of the coordinated water molecule and the imidazole nitrogens on each side, as revealed in X-ray diffraction structures of 2-Me-Ir and 2-Me-Rh. Proton NMR spectra of the complexes in the presence of varying amounts of D2O and H2O led to formation of the three possible isotopomers, of which the H2O and HOD isotopomers were detected by H-1 NMR. Three of the complexes were evaluated as modestly active catalysts for transfer hydrogenation of acetophenone in the absence of added base. As a control, the Cp*Rh2+ complex from PhSCH2CH2SPh was made and shown to be an ineffective catalyst.