1,3-diphenylimidazolium iodide | 1242844-26-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-diphenylimidazolium iodide
• CAS: 1242844-26-3
• 化学式: C₁₅H₁₃N₂*I
• 分子量: 348.186
• InChiKey: LDGJIYSJCQQFBI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.24
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  8.81
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,3-diphenylimidazolium iodide 在 caesium carbonate 作用下， 以 1,4-二氧六环 、 氘代氯仿 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  CH-π和CF-π相互作用导致N-杂环碳钯配合物的结构变化

  摘要：

  使用1 H NMR光谱，X射线晶体学和DFT计算研究了CH-π和CF-π相互作用在确定N-杂环卡宾（NHC）钯配合物结构中的作用。CH-π相互作用导致在基于1-芳基-3异丙基咪唑-2-亚基的[（NHC）2 PdX 2 ]络合物中形成顺式-反异构体，而CF-π相互作用导致了C-π相互作用的排他性形成。二碘双（3-异丙基-1-五氟苯基咪唑-2-亚丙基）钯（II）的顺式异构体。

  DOI：

  10.1002/anie.201309371

文献信息

• Reactivity of [Os₃(μ-H)₂(CO)₁₀] with N-Heterocyclic Carbenes: A Combined Experimental and DFT Computational Study
  作者：Javier A. Cabeza、Ignacio del Río、José M. Fernández-Colinas、Enrique Pérez-Carreño、M. Gabriela Sánchez-Vega、Digna Vázquez-García

  DOI：10.1021/om100679a

  日期：2010.9.13

  The unsaturated triosmium dihydrido cluster [Os-3(mu-H)(2)(CO)(10)] (1) reacts at room temperature with N-heterocyclic carbenes (NHCs) of the 1,3-disubstituted imidazol-2-ylidene type (R(1)R(2)Im). While the addition product [Os3H(mu-H)(NHC)(CO)(10)] has been obtained only for NHC = Mes(2)lm, CO-substitution derivatives of the type [Os-3(mu-H)(2)(NHC)(CO)(9)] have been obtained for NHC = Me(2)Im, MePhIm, Ph(2)Im, and Mes(2)Im. Small amounts of the hydroxo-bridged derivatives [Os-3(mu-H)-(mu-OH)(NHC)(CO)(9)] (NHC = Me(2)Im, MePhIm) are also formed in wet solvents. DFT mechanistic studies on the reactions of compound 1 with the small Me(2)Im and the very bulky Mes(2)Im have revealed that the substitution reactions follow an associative reaction pathway that starts with the addition of the NHC to compound 1 (in one elementary step that gives [Os3H(mu-H)(NHC)(CO)(10)]) and ends with the elimination of a CO ligand (in three steps from [Os3H(mu-H)(NHC)(CO)(10)]) to give the final substitution product [Os-3(mu-H)(mu-OH)(NHC)(CO)(9)]. The relative energy of each stationary point depends upon the NHC ligand used, those of the Mes(2)Im system being higher than those of the Me(2)Im system. This computational study has also explained why the addition intermediate [Os3H(mu-H)-(NHC)(CO)(10)] has been isolated only for NHC = Mes(2)Im.