silver 2-methylbenzimidazole | 77436-40-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: silver 2-methylbenzimidazole
• 英文别名: [Ag(2-MeBenz-im)]；2-methyl-1H-benzimidazole; silver (I)-salt；2-Methyl-1H-benzimidazol; Silber(I)-Salz；Silver;2-methylbenzimidazol-1-ide
• CAS: 77436-40-9
• 化学式: C₈H₇AgN₂
• 分子量: 239.025
• InChiKey: LYBAWYWKXJKLOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  13.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  silver 2-methylbenzimidazole 在 碘 、 silver 2-methylbenzimidazole 作用下， 以 苯 为溶剂， 反应 22.0h， 生成 2-甲基苯并咪唑
  参考文献：
  名称：

  NN连接的联唑。第2部分。尝试连接苯并咪唑-1-基的方法。2,2'-二甲基-1,1'-联苯并咪唑的合成

  摘要：

  据报道，通过在2,2'-偶氮苯胺上连续两次杂环化，合成了1,1'-联苯并咪唑（2； R = Me）。通过适当的N-取代的苯并咪唑类化合物直接形成N-N键而形成（2）的替代方法是不成功的。二聚体（2）表现出极强的热和光化学稳定性，对氢的提取和向烯烃的添加均具有稳定性。尽管N–N键很容易在乙醇中被辐射裂解，但从（2）中检测中性自由基苯并咪唑-1-基（1; R = Me）的所有尝试均未成功。但是，以1-碘代苯并咪唑为前体观察到了由（1）提取的氢。

  DOI：

  10.1039/p19810000403
• 作为产物：
  描述：

  2-甲基苯并咪唑 、 [Ag₂(9-aca)₂] 以 甲醇 为溶剂， 以79%的产率得到silver 2-methylbenzimidazole
  参考文献：
  名称：

  Synthesis, structure and biological activity of silver(I) complexes of substituted imidazoles

  摘要：

  [Ag-2(9-aca)(2)] (9-acaH = 9-anthracenecarboxylic acid) interacts with DMSO and a selection of substituted imidazoles giving [Ag-4(DMSO)(4)(9-aca)(4)] (1), [Ag(2-Me-imH)(2)(9-aca)] (2), [Ag(4-Ph-imH)(2)(9-aca)] (3), [Ag(2-Mebenz-imH)2(()9-aca)] (4), [Ag(2-Mebenz-im)] (6), [Ag(Benz-im)] (7), [Ag(2-Ph-im)] (8) and [Ag(4,5-CN-im)] (9) (2-Me-imH = 2-methylimidazole; 4-Ph-imH = 4-phenylimidazole; 2-Mebenz-imH = 2-methylbenzimidazole; Benz-imH = benzimidazole; 2-Ph-imH = 2-phenylbenzimidazole; 4,5-CN-imH = 4,5-dicyanoimidazole). In the carboxylate/imidazole complexes 2-4, the imidazole ligand is in the neutral form, whilst in complexes 6-9 the imidazolate ligand is deprotonated and no carboxylate ligand is present. Attempted recrystallization of 4 from EtOH gives the metal-free, imidazolium salt, 2-Mebenz-imH(2))(9-aca)center dot H2O (5). The X-ray crystal structures of complexes 1 and 2 and the salt 5 were determined. Antimicrobial screening showed that the Ag(l) complexes were substantially more active against the fungus Candida albicans than the bacterial species, methicillin-resistant Staphylococcus aureus (MRSA) and Escherichia coli. Some of the complexes offer a good prognosis for Galleria mellonella (larvae of the greater wax moth) infected with a lethal dose of C. albicans cells. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.03.057
• 作为试剂：
  描述：

  silver 2-methylbenzimidazole 在 碘 、 silver 2-methylbenzimidazole 作用下， 以 苯 为溶剂， 反应 22.0h， 生成 2-甲基苯并咪唑
  参考文献：
  名称：

  NN连接的联唑。第2部分。尝试连接苯并咪唑-1-基的方法。2,2'-二甲基-1,1'-联苯并咪唑的合成

  摘要：

  据报道，通过在2,2'-偶氮苯胺上连续两次杂环化，合成了1,1'-联苯并咪唑（2； R = Me）。通过适当的N-取代的苯并咪唑类化合物直接形成N-N键而形成（2）的替代方法是不成功的。二聚体（2）表现出极强的热和光化学稳定性，对氢的提取和向烯烃的添加均具有稳定性。尽管N–N键很容易在乙醇中被辐射裂解，但从（2）中检测中性自由基苯并咪唑-1-基（1; R = Me）的所有尝试均未成功。但是，以1-碘代苯并咪唑为前体观察到了由（1）提取的氢。

  DOI：

  10.1039/p19810000403

文献信息

• Structure-dependent mechanochromism of two Ag(<scp>i</scp>) imidazolate chains
  作者：Liyang Liu、Tian Wen、Wen-Qiang Fu、Min Liu、Shumei Chen、Jian Zhang

  DOI：10.1039/c5ce01852h

  日期：——

  Two Ag(I)-imidazolate compounds with distinct chain-like structures, namely, [Ag(dm-bim)]n (1, dm-bim = 5,6-dimethylbenzimidazole) and [Ag(m-bim)]n (2, m-bim = 2-methylbenzimidazole), were synthesized and structurally characterized, respectively. Compound 1 with helical chains exhibited unique luminescence mechanochromism due to short Ag⋯Ag interactions (2.986 Å).

  研究人员合成了两种具有独特链状结构的 Ag(I)-imidazolate 化合物，即 [Ag(dm-bim)]n （1，dm-bim = 5,6-二甲基苯并咪唑）和 [Ag(m-bim)]n （2，m-bim = 2-甲基苯并咪唑），并分别对其进行了结构表征。具有螺旋链的化合物 1 由于较短的 Ag⋯Ag 相互作用（2.986 Å）而表现出独特的发光机械变色现象。
• Synthesis, structure and biological activity of silver(I) complexes of substituted imidazoles
  作者：Malachy McCann、Robert Curran、Marcia Ben-Shoshan、Vickie McKee、Michael Devereux、Kevin Kavanagh、Andrew Kellett

  DOI：10.1016/j.poly.2013.03.057

  日期：2013.6

  [Ag-2(9-aca)(2)] (9-acaH = 9-anthracenecarboxylic acid) interacts with DMSO and a selection of substituted imidazoles giving [Ag-4(DMSO)(4)(9-aca)(4)] (1), [Ag(2-Me-imH)(2)(9-aca)] (2), [Ag(4-Ph-imH)(2)(9-aca)] (3), [Ag(2-Mebenz-imH)2(()9-aca)] (4), [Ag(2-Mebenz-im)] (6), [Ag(Benz-im)] (7), [Ag(2-Ph-im)] (8) and [Ag(4,5-CN-im)] (9) (2-Me-imH = 2-methylimidazole; 4-Ph-imH = 4-phenylimidazole; 2-Mebenz-imH = 2-methylbenzimidazole; Benz-imH = benzimidazole; 2-Ph-imH = 2-phenylbenzimidazole; 4,5-CN-imH = 4,5-dicyanoimidazole). In the carboxylate/imidazole complexes 2-4, the imidazole ligand is in the neutral form, whilst in complexes 6-9 the imidazolate ligand is deprotonated and no carboxylate ligand is present. Attempted recrystallization of 4 from EtOH gives the metal-free, imidazolium salt, 2-Mebenz-imH(2))(9-aca)center dot H2O (5). The X-ray crystal structures of complexes 1 and 2 and the salt 5 were determined. Antimicrobial screening showed that the Ag(l) complexes were substantially more active against the fungus Candida albicans than the bacterial species, methicillin-resistant Staphylococcus aureus (MRSA) and Escherichia coli. Some of the complexes offer a good prognosis for Galleria mellonella (larvae of the greater wax moth) infected with a lethal dose of C. albicans cells. (C) 2013 Elsevier Ltd. All rights reserved.
• NN-linked biazoles. Part 2. Attempted routes to the benzimidazol-1-yl radical. Synthesis of 2,2′-dimethyl-1,1′-bibenzimidazole
  作者：Javier de Mendoza、Carles Millan、Pedro Rull

  DOI：10.1039/p19810000403

  日期：——

  A synthesis of a 1,1′-bibenzimidazole (2; R = Me), through two successive heterocyclizations on 2,2′-azoaniline, is reported. Alternative routes to (2) by direct formation of the N–N bond from the appropriate N-substituted-benzimidazoles were unsuccessful. The dimer (2) shows great thermal and photochemical stability towards hydrogen abstraction and addition to olefins. Although the N–N bond can be

  据报道，通过在2,2'-偶氮苯胺上连续两次杂环化，合成了1,1'-联苯并咪唑（2； R = Me）。通过适当的N-取代的苯并咪唑类化合物直接形成N-N键而形成（2）的替代方法是不成功的。二聚体（2）表现出极强的热和光化学稳定性，对氢的提取和向烯烃的添加均具有稳定性。尽管N–N键很容易在乙醇中被辐射裂解，但从（2）中检测中性自由基苯并咪唑-1-基（1; R = Me）的所有尝试均未成功。但是，以1-碘代苯并咪唑为前体观察到了由（1）提取的氢。