1,3-diethyl-2-iodo-1H-imidazol-3-ium iodide | 1207373-11-2

• 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-diethyl-2-iodo-1H-imidazol-3-ium iodide
• CAS: 1207373-11-2
• 化学式: C₇H₁₂IN₂*I
• 分子量: 377.995
• InChiKey: LPNOPOIXEVTVTP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.58
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  8.81
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  trans-[PdCl2(1,3-Et2-C3H2N2)2] 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成 1,3-diethyl-2-iodo-1H-imidazol-3-ium iodide
  参考文献：
  名称：

  Biscarbene Palladium(II) Complexes. Reactivity of Saturated Versus Unsaturated N-Heterocyclic Carbenes

  摘要：

  A series of designed palladium biscarbene complexes including saturated and unsaturated N-heterocyclic carbene (NHC) moieties have been prepared by the carbene transfer methods. All of these complexes have been characterized by H-1 and C-13 NMR spectroscopy as well as X-ray diffraction analysis, The reactivity of Pd-C-(saturated NHC) is distinct from that of Pd-C-(unsaturated NHC). The Pd-C-(saturated NHC) bonds are fairly stable toward reagents such as CF3COOH, AgBF4 and I-2, whereas Pd-C-(unsaturated NHC) bonds are readily cleaved under the similar conditions. Notably, the catalytically activity of these palladium complexes on Suzuki-Miyaura coupling follows the order: (sat-NHC)(2)PdCl2 > (sat-NHC)(unsat-NHC)PdCl2 > (unsat-NHC)(2)PdCl2.

  DOI：

  10.1021/ic9025188

文献信息

• Elimination of Ethene from 1,2-Diiodoethane Induced by N-Heterocyclic Carbene Halogen Bonding
  作者：Tiffany B. Poynder、Dharmeshkumar P. Savaliya、Andrew Molino、David J. D. Wilson、Jason L. Dutton

  DOI：10.1071/ch19237

  日期：——

  to reactions between NHCs and other alkyl halides, where substitution or elimination pathways are reported. A detailed theoretical study between these cases highlights the importance of iodine as a halogen bond donor compared with other halogens, and shows that NHCs are excellent halogen bond acceptors. This reactivity suggests potential for application of the halogen bonding interaction between NHCs

  据报道，尝试通过在1,2-二碘乙烷处的亲核取代合成N-杂环卡宾（NHC）稳定的二碳（C 2）片段。而不是预期的S N在2种途径中，观察到乙烯的彻底消除和碘咪唑鎓阳离子的形成。对亲核取代的抵抗引起了人们的兴趣，随后的研究确定了NHC-卤素键是其来源。这与NHC与其他烷基卤化物之间的反应相反，后者报道了取代或消除途径。在这些案例之间进行的详细理论研究突出了碘与其他卤素相比作为卤素键供体的重要性，并表明NHC是出色的卤素键受体。这种反应性表明可能在NHC和有机化合物之间应用卤素键相互作用。