1-benzyl-3-(2-picolyl)benzimidazolium hexafluorophosphate | 1176334-04-5

• 英文名称: 1-benzyl-3-(2-picolyl)benzimidazolium hexafluorophosphate
• 英文别名: 1-benzyl-3-picolylbenzimidazolium hexafluorophosphate
• CAS: 1176334-04-5
• 化学式: C₂₀H₁₈N₃*F₆P
• 分子量: 445.347
• InChiKey: XOWCRMGKSYSUJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-(2-picolyl)benzimidazolium hexafluorophosphate 、 silver(l) oxide 以 乙腈 为溶剂， 以93%的产率得到bis(1-benzyl-3-picolylbenzimidazolylidene)silver(I) hexafluorophosphate
  参考文献：
  名称：

  New structural motifs of silver and gold complexes of pyridine-functionalized benzimidazolylidene ligands

  摘要：

  Reaction of 1,3-bis(picolyl)benzimidazolium chloride ([HL1]Cl) with Ag2O yields mononuclear complex [Ag(L1)Cl] (2), further reaction of 2 with Au(Et2S)Cl afforded [Au(L1)Cl] (3). Treatment of 2 with AgBF4 gave the trinuclear silver cluster [Ag-3(L1)(3)](BF4)(3) (4), whereas the digold complex [Au-2(L1)(2)](BF4)(2) (5) can be easily obtained from the carbene transfer reaction of 4 with Au(Et2S)Cl. A one-dimensional coordination polymer {[Ag(L2)](BF4)center dot CH3CN}(n) (8) was isolated from the reaction of [Ag(L2)Cl] (7, L2 = 1-benzyl-3-picolylbenzimidazolylidene) with additional Ag+ in good yield. The dinuclear [Ag-2(L3)(2)](PF6)(2) (12, L3 = 1,4-di(N-benzylbenzimidazolylidene)but-2-yne) is a 18-membered macrocycle. All these complexes have been structurally characterized. Complex 2 shows a dimeric structure because of intermolecular Ag center dot center dot center dot Cl interactions. Complex 4 consists of a triangular Ag-3 ring with very short Ag-Ag contacts 2.777(1) angstrom, the Au-Au distance in 5 is 3.206(2) angstrom showing very weak Au-Au interaction and the macrocyclic cations in 12 are aligned one above another to form channels filled with hexafluorophosphate anions. The complexes 2-5, 8, and 12 are intensely luminescent upon irradiation of uv light, and their emission properties are briefly described. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.03.031
• 作为产物：
  描述：

  1-benzyl-3-(2-pyridylmethyl)-1H-benzimidazolium chloride 在 ammonium hexafluorophosphate 作用下， 以 水 为溶剂， 以94%的产率得到1-benzyl-3-(2-picolyl)benzimidazolium hexafluorophosphate
  参考文献：
  名称：

  New structural motifs of silver and gold complexes of pyridine-functionalized benzimidazolylidene ligands

  摘要：

  Reaction of 1,3-bis(picolyl)benzimidazolium chloride ([HL1]Cl) with Ag2O yields mononuclear complex [Ag(L1)Cl] (2), further reaction of 2 with Au(Et2S)Cl afforded [Au(L1)Cl] (3). Treatment of 2 with AgBF4 gave the trinuclear silver cluster [Ag-3(L1)(3)](BF4)(3) (4), whereas the digold complex [Au-2(L1)(2)](BF4)(2) (5) can be easily obtained from the carbene transfer reaction of 4 with Au(Et2S)Cl. A one-dimensional coordination polymer {[Ag(L2)](BF4)center dot CH3CN}(n) (8) was isolated from the reaction of [Ag(L2)Cl] (7, L2 = 1-benzyl-3-picolylbenzimidazolylidene) with additional Ag+ in good yield. The dinuclear [Ag-2(L3)(2)](PF6)(2) (12, L3 = 1,4-di(N-benzylbenzimidazolylidene)but-2-yne) is a 18-membered macrocycle. All these complexes have been structurally characterized. Complex 2 shows a dimeric structure because of intermolecular Ag center dot center dot center dot Cl interactions. Complex 4 consists of a triangular Ag-3 ring with very short Ag-Ag contacts 2.777(1) angstrom, the Au-Au distance in 5 is 3.206(2) angstrom showing very weak Au-Au interaction and the macrocyclic cations in 12 are aligned one above another to form channels filled with hexafluorophosphate anions. The complexes 2-5, 8, and 12 are intensely luminescent upon irradiation of uv light, and their emission properties are briefly described. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.03.031

文献信息

• Silver(I), mercury(II) and palladium(II) complexes of functionalized N-heterocyclic carbenes: Synthesis, structural studies and catalytic activity
  作者：Qing-Xiang Liu、Hui-Long Li、Xiao-Jun Zhao、Shu-Sheng Ge、Meng-Chao Shi、Gang Shen、Yan Zang、Xiu-Guang Wang

  DOI：10.1016/j.ica.2011.07.007

  日期：2011.10

  3-diethylbimy) 6 Ag 4 I 3 ]I ( 2 ), [(1-benzyl-3-picolylbimy)Ag 2 Br 2 ] n ( 3 ), [(1-benzyl-3-picolylbimy)HgI(CH 2 CN)] 2 ( 4 ), [(1-picolyl-3- n propylbimy) 2 Hg][Hg 2 I 6 ]} n ( 5 ) and [(1,3-dipicolylbimy)PdCl]Cl ( 6 ), as well as one anionic complex [1,3-diethylbimidazolium] 2 [HgI 4 ] ( 1 ) (bimy = benzimidazol-2-ylidene), have been prepared and characterized. Interestingly, a wind wheel-like Ag 4 I 3

  摘要一系列NHC银（I），汞（II）和钯（II）配合物[[（1,3-diethylbimy）6 Ag 4 I 3] I（2），[（1-苄基-3-吡啶甲基） Ag 2 Br 2] n（3），[（1-苄基-3-吡啶基双甲基）HgI（CH 2 CN）] 2（4），[（1-吡啶基-3-吡啶基双甲基）2 Hg] [Hg 2 I 6]} n（5）和[（1,3-dipicolylbimy）PdCl] Cl（6），以及一种阴离子络合物[1,3-diethylbimidazolium] 2 [HgI 4]（1）（bimy =苯并咪唑-已经制备并表征了2-亚烷基）。有趣的是，形成了2的风轮状Ag 4 I 3排列，生成了3中包含12元大金属环和四边形Ag 2 Br 2单元的一维聚合物链，并生成了去质子化乙腈（[CH 2 CN] −）中有4个参与与汞（II）原子的配位。在配合物1-6的晶体包装中，2D超分子层或
• Four-coordinated copper(I) complexes containing variably substituted N-heterocyclic carbenes (NHCs): Synthesis, photophysical properties and theoretical investigation
  作者：Jinglan Wang、Shaobo Liu、Shengxian Xu、Feng Zhao、Hongying Xia、Yibo Wang

  DOI：10.1016/j.jorganchem.2017.07.016

  日期：2017.10

  Three four-coordinated N-heterocyclic carbene (NHC) copper(I) complexes, [Cu(NaphIm-Py)(POP)]PF6 (1), [Cu(AnthrIm-Py)(POP)]PF6 (2), and [Cu(PhBenIm-c-Py)(POP)]PF6 (3) (NaphIm-Py = 3-(naphthalen-2-ylmethyl-1-(pyridin-2-yl)-1H-imidazolylidene, AnthrIm-Py = 3-(anthracen-9-ylmethyl)-1-(pyridin-2-yl)-1H-imidazolylidene, PhBenIm-c-Py = 3-benzyl-1-(pyridin-2-ylmethyl)-1H-benzo[d]imidazolylidene, POP = bi

  三种四配位N-杂环卡宾（NHC）铜（I）配合物[Cu（NaphIm-Py）（POP）] PF 6（1），[Cu（AnthrIm-Py）（POP）] PF 6（2）和[Cu（上PhBenIm- ç -py）（POP）] PF 6（3）（NaphIm-PY = 3-（萘-2-基甲基-1-（吡啶-2-基）-1- ħ -imidazolylidene，AnthrIm -Py = 3-（蒽-9-基甲基）-1-（吡啶-2-基）-1 H-咪唑基亚苯基，PhBenIm- c -Py = 3-苄基-1-（吡啶-2-基甲基）-1 H -苯并[ d已合成并表征了]咪唑基亚甲基，POP =双[2-二苯基膦基]-苯基）醚。系统研究了具有不同取代基的不同卡宾配体对复合物的结构和光物理性质的影响。 大约350 nm处的最低吸收带1被指定为金属到配体的电荷转移（MLCT）特征，配体到配体的电荷转移（LLCT）特征有一定贡
• Mechanochemical synthesis and catalysis of dinuclear Cu (II) complexes in C–S coupling
  作者：Zhenwei Guo、Zhenduo Fei、Xiujia Hao、Daming Feng、Fang Guo

  DOI：10.1002/aoc.7651

  日期：2024.11

  approach for synthesizing dinuclear Cu (II) complexes and applying them directly in C–S coupling reactions, offering a sustainable alternative to traditional solvent-based syntheses. The mechanochemical method, recognized for its environmental advantages and efficiency, was employed to synthesize the Cu (II) complex [CuL(μ-Cl)Cl2] (I) and the metal–organic salt 2L.2[CuCl4]2− (II), thereby minimizing solvent

  本研究介绍了一种合成双核 Cu （II） 配合物并将其直接应用于 C-S 偶联反应的机械化学方法，为传统的溶剂型合成提供了一种可持续的替代方案。机械化学方法以其环境优势和效率而得到认可，用于合成 Cu （II） 络合物 [CuL（μ-Cl）Cl2] （I） 和金属-有机盐 2L。2[CuCl4]2− （II），从而最大限度地减少溶剂使用和废物产生。合成的复合物 I 在 C-S 偶联中表现出优异的催化活性，以甲醇为研磨介质，在 20 分钟内达到 96% 的产率。机械化学工艺进一步改进并确认其环境可持续性，E 因子为 0.460，EcoScale 得分为 78。这种合成方法不仅缩短了反应时间，减少了溶剂的使用，还简化了操作程序，为 C-S 偶联提供了更环保且经济可行的途径。该研究强调了机械化学在简化合成过程和增强其可持续性方面的潜力，为绿色合成策略的未来发展铺平了道路。
• Synthetic strategy of diflurophosphate-bridged bimetallic N-heterocyclic carbene complexes: Synthesis, structures and photoluminescence of picolyl-substituted alkylbenzimidazolylidene ligands
  作者：Sirsendu Das Adhikary、Lalmohan Jhulki、Saikat Seth、Arjama Kundu、Valerio Bertolasi、Partha Mitra、Ambikesh Mahapatra、Joydev Dinda

  DOI：10.1016/j.ica.2011.12.007

  日期：2012.4

  Starting from the proligands 1-methyl-3-picolylbenzimidazoliumhexaflurophosphate (1) and 1-benzyl-3-picolylbenzimidazoliumhexaflurophosphate (2) Ag(I)-NHC complexes, 1-methyl-3-picolylbenz-imidazolylidenesilver(I)hexaflurophosphate (3) and 1-benzyl-3-picolylbenzimidazolylidenesilver(I)hexafluro phosphate (4) have been synthesized. PO2F2 bridged Ag(I)-bimetallic system (5 and 6) developed from 3 and 4 after treatment of AgPF6 and water. 1-Methyl-3-picolyl-benzimidazolylidene-gold(I)hexaflurophosphate(7) and 1-benzyl-3-picolylbenzimidazolylidenegold(I)hexaflurophosphate (8) have been synthesized by Ag-carbene transmetallation method. Further reaction of AgPF6 with 7 and 8 build up the heterobimetallic Ag(I)-Au(I) systems (9 and 10); significantly, PO2F2 unit holds two heterobimetallic Ag(I)-Au(I) units together. Solid state structures of 3, 5, 8 and 9 have been determined by X-ray diffraction studies. Closed shell d(10)-d(10) interactions are ascertained by the luminescence of bimetallic systems 7-10 upon irradiation of UV light. (C) 2011 Elsevier B. V. All rights reserved.