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Journal articles on the topic 'Benzimidazolium salt'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Su, Jia-Hong, Gene-Hsiang Lee, Shie-Ming Peng, and Ching-Wen Chiu. "A spiroborate-based anionic bis-N-heterocyclic carbene." Dalton Trans. 43, no. 8 (2014): 3059–62. http://dx.doi.org/10.1039/c3dt52131a.

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A twisted bis-benzimidazolium salt was isolated from the reaction of 5,6-dihydroxyl-benzimidazolium and benzenediboronic acid. Deprotonation of the azolium salt led to the formation of a spiroborate-linked bis-NHC, which was further transformed into the corresponding diborane adduct and the di-Rh complex.

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2

Wang, Cheng Jun, Shan Shan Gong, and Qi Sun. "Synthesis of Two Analogs of AKT Inhibitor-IV via Amine-Exchange Reactions." Advanced Materials Research 1046 (October 2014): 108–11. http://dx.doi.org/10.4028/www.scientific.net/amr.1046.108.

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The N-methylphenylamino group conjugated to the 2 position of the benzimidazolium core via a vinyl group in the structure of AKT inhibitor IV was efficiently substituted by treating AKT inhibitor IV with excess of N-methylcyclohexanamine and N-methylbenzylamine. The two new compounds were characterized by 1H and 13C NMR, IR, and mass spectroscopy. The control experiment with benzimidazole precursor of AKT inhibitor IV resulted in no amine-exchange reaction, indicating that the positive charge in the benzimidazolium salt is the major factor for the activation of the terminal conjugated N-methylphenylamino group.

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3

Amudha, M., P. Praveen Kumar, and G. Chakkaravarthi. "Crystal structure of benzimidazolium salicylate." Acta Crystallographica Section E Crystallographic Communications 71, no. 10 (September 26, 2015): o794—o795. http://dx.doi.org/10.1107/s2056989015017764.

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In the anion of the title molecular salt, C7H7N2+·C7H5O3−(systematic name: 1H-benzimidazol-3-ium 2-hydroxybenzoate), there is an intramolecular O—H...O hydrogen bond that generates anS(6) ring motif. The CO2group makes a dihedral angle of 5.33 (15)° with its attached ring. In the crystal, the dihedral angle between the benzimidazolium ring and the anion benzene ring is 75.88 (5)°. Two cations bridge two anionsviatwo pairs of N—H...O hydrogen bonds, enclosing anR44(16) ring motif, forming a four-membered centrosymmetric arrangement. These units are linkedviaC—H...O hydrogen bonds, forming chains propagating along theb-axis direction. The chains are linked by C—H...π and π–π interactions [inter-centroid distances = 3.4156 (7) and 3.8196 (8) Å], forming a three-dimensional structure.

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4

Sepassi, Kia, Tapan Sanghvi, and Samuel H. Yalkowsky. "The besylate salt of carbendazim: 2-(methoxycarbonylamino)benzimidazolium benzenesulfonate." Acta Crystallographica Section E Structure Reports Online 62, no. 10 (September 13, 2006): o4403—o4404. http://dx.doi.org/10.1107/s1600536806035537.

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5

Akkoç, S., S. Çağlar Yavuz, B. Türkmenoğlu, İ. Özer İlhan, and M. Akkurt. "Single Crystal, DFT and Docking Studies of a Benzimidazolium Salt." Crystallography Reports 65, no. 7 (November 25, 2020): 1173–78. http://dx.doi.org/10.1134/s1063774520070032.

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6

Sepassi, Kia, Gary S. Nichol, and Samuel H. Yalkowsky. "The napsylate salt of carbendazim: 2-(methoxycarbonylamino)benzimidazolium naphthalene-1-sulfonate." Acta Crystallographica Section E Structure Reports Online 62, no. 11 (October 25, 2006): o5172—o5173. http://dx.doi.org/10.1107/s1600536806035549.

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7

Liu, Rui, Ran Huo, Yue Bi, Zhixiang Zhao, and Qingxiang Liu. "Preparation and Intramolecular CC Coupling Reaction for Bis-benzimidazolium Salt." Chinese Journal of Chemistry 33, no. 9 (July 22, 2015): 1037–40. http://dx.doi.org/10.1002/cjoc.201500375.

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8

Bai, Ying, Jing-Kun Yuan, Hua Wang, Guo-Long Pan, and Hui-Lu Wu. "Tris(1H-benzimidazol-3-ium-2-ylmethyl)amine tris(2,4,6-trinitrophenolate) acetonitrile disolvate." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (May 31, 2012): o1922. http://dx.doi.org/10.1107/s160053681202329x.

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In the cation of the title salt, C24H24N7 3+·3C6H2N3O7 −·2C2H3N, the three benzimidazolium ring systems are oriented to each other at dihedral angles of 10.42 (7), 23.98 (7) and 22.17 (7)°. In the crystal, the cation links to the adjacent picrate anions via N—H...O hydrogen bonds; one of independent acetonitrile solvent molecules is also linked to the cation via an N—H...N hydrogen bond.

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9

Liu, Qing-Xiang, Ze-Liang Hu, and Zhi-Xiang Zhao. "A new fluorescent-colorimetric chemosensor for fluoride anion based on benzimidazolium salt." Tetrahedron 74, no. 46 (November 2018): 6710–16. http://dx.doi.org/10.1016/j.tet.2018.10.002.

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10

Iwamoto, Ken-ichi, Masako Hamaya, Naoki Hashimoto, Hitomi Kimura, Yumiko Suzuki, and Masayuki Sato. "Benzoin reaction in water as an aqueous medium catalyzed by benzimidazolium salt." Tetrahedron Letters 47, no. 40 (October 2006): 7175–77. http://dx.doi.org/10.1016/j.tetlet.2006.07.153.

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11

Mekala, R., Rajaboopathi Mani, Ivo B. Rietveld, P. Jagdish, R. Mathammal, and Huaidong Jiang. "Crystal growth and physical properties of the organic salt benzimidazolium 3-nitrophthalate." CrystEngComm 18, no. 42 (2016): 8194–206. http://dx.doi.org/10.1039/c6ce01712f.

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12

Su, Zhi-Ming, Xi-Quan Yan, Chao-Li Liang, Cai-Xia Lin, Li-Li Xie, and Yao-Feng Yuan. "Highly selective detection of fluoride based on 2,2-diferrocenylpropane benzimidazolium borate-ester salt." Tetrahedron Letters 57, no. 11 (March 2016): 1250–55. http://dx.doi.org/10.1016/j.tetlet.2016.02.019.

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13

GÜLTEK, Ahmet, Davut AKSÜT, Turgay SEÇKİN, Emre BİRHANLI, Mert Olgun KARATAŞ, and Bülent ALICI. "Dual effect of coumarin benzimidazolium ionic salt covalently bonded on a silica network." TURKISH JOURNAL OF CHEMISTRY 39 (2015): 25–33. http://dx.doi.org/10.3906/kim-1403-27.

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14

Dang, Ruijuan, Yefeng Wang, Jinghui Zeng, Zhangjun Huang, Zhaofu Fei, and Paul J. Dyson. "Benzimidazolium salt-based solid-state electrolytes afford efficient quantum-dot sensitized solar cells." Journal of Materials Chemistry A 5, no. 26 (2017): 13526–34. http://dx.doi.org/10.1039/c7ta02925j.

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A novel solid-state electrolyte based on 1,3-dihexylbenzimidazolium ([DHexBIm]) cations combined with Br⁻, BF₄⁻ or SCN⁻ anions is used in CdS/CdSe sensitized quantum dot sensitized solar cells (QDSSCs).

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15

Xing, Jian, Zhenzhen Xu, and Bingyao Deng. "Enhanced Oxidation Resistance of Polyphenylene Sulfide Composites Based on Montmorillonite Modified by Benzimidazolium Salt." Polymers 10, no. 1 (January 17, 2018): 83. http://dx.doi.org/10.3390/polym10010083.

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16

Jian, Xing, Wang Xuebing, Deng Bingyao, and Liu Qingsheng. "Nonisothermal crystallization kinetics of polyphenylene sulfide composites based on organic clay modified by benzimidazolium salt." High Performance Polymers 28, no. 7 (July 28, 2016): 761–72. http://dx.doi.org/10.1177/0954008315595448.

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17

Amudha, M., R. Rajkumar, V. Thayanithi, and P. Praveen Kumar. "Growth and Characterization of Benzimidazolium Salicylate: NLO Property from a Centrosymmetric Crystal." Advances in Optical Technologies 2015 (October 29, 2015): 1–9. http://dx.doi.org/10.1155/2015/206325.

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A new organic charge transfer molecular complex salt of benzimidazolium salicylate (BSL) single crystals was grown by the slow evaporation solution growth technique using methanol as a solvent at room temperature. The grown crystals were characterised by single crystal X-ray diffraction (XRD) which confirms that the crystal belongs to monoclinic system with the centrosymmetric space group P21/c. The crystalline perfection of the grown crystal was analyzed by high resolution X-ray diffraction (HRXRD). The presence of various functional groups was identified by FTIR spectrum. UV-Vis spectral study reveals that the BSL crystal is optically transparent in the wavelength region 342 nm–1100 nm. Dielectric measurements of the crystal at various frequencies were also determined. The mechanical properties of the grown crystal were assessed using Vickers microhardness testing. Nonlinear optical property of the crystal was confirmed using Kurtz and Perry powder technique and the SHG efficiency of the BSL crystal is 0.7 times greater than that of the standard KDP crystal.

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18

Çelikesir, Sevim Türktekin, Ömer Çelik, Senem Akkoç, İlhan Özer İlhan, Yetkin Gök, and Mehmet Akkurt. "Crystal structure of 1,3-bis(4-methylbenzyl)-1H-1,3-benzimidazol-3-ium bromide monohydrate." Acta Crystallographica Section E Crystallographic Communications 71, no. 1 (January 1, 2015): o10—o11. http://dx.doi.org/10.1107/s2056989014025857.

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In the title hydrated symetrically substituted 1,3-bis(4-methylbenzyl)benzimidazolium salt, C23H23N2+·Br−·H2O, the dihedral angles between the benzimidazole ring system (r.m.s. deviation = 0.003 Å) and the pendant benzene rings are 73.18 (16) and 77.52 (16)°. Both benzene rings lie to the same side of the benzimidazole ring system, giving the cation an overall U-shape. In the crystal, the cation is linked to the water molecule by a short C—H...O hydrogen bond and the water molecule forms O—H...Br hydrogen bonds. Together, these interactions lead to [010] chains. The packing is consolidated by C—H...Br hydrogen bonds and aromatic π–π stacking interactions [centroid–centroid distances = 3.5401 (17) and 3.8815 (18) Å], generating a three-dimensional network.

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19

Fatima, Tabinda, Rosenani A. Haque, and Mohd R. Razali. "A new strategy towards tridentate N -heterocyclic carbene ligands derived from benzimidazolium and mixed-azolium salt." Journal of Molecular Structure 1141 (August 2017): 346–50. http://dx.doi.org/10.1016/j.molstruc.2017.03.097.

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20

Fun, Hoong-Kun, Tze Shyang Chia, Ahmed M. Alafeefy, and Hatem A. Abdel-Aziz. "3-(3-Methoxyphenyl)benzo[d]thiazolo[3,2-a]imidazol-9-ium hydrogen sulfate." Acta Crystallographica Section E Structure Reports Online 68, no. 8 (July 10, 2012): o2407—o2408. http://dx.doi.org/10.1107/s1600536812030541.

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In the title molecular salt, C16H13N2OS+·HSO4−, the thiazolo[3,2-a]benzimidazolium ring system is roughly planar [maximum deviation = 0.046 (3) Å] and makes a dihedral angle of 58.22 (11)° with the benzene ring. The methoxy group is almost coplanar with its attached benzene ring [Cmethyl—O—C—C = −1.6 (5)°]. In the crystal, the cation is linked to the anion by a bifurcated N—H...(O,O) hydrogen bond, generating anR12(4) ring motif. The ion pairs are then connected by a C—H...O hydrogen bond into inversion dimers and these dimers are further linked by O—H...O hydrogen bonds into an infinite tape along [100]. A π–π stacking interaction [centroid-to-centroid distance = 3.5738 (18) Å] and a short intermolecular contact [S...O = 2.830 (3) Å] are also observed.

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21

Abou, Akoun, Siomenan Coulibali, Rita Kakou-Yao, T. Jérémie Zoueu, and A. Jules Tenon. "Crystal structure of 3-(2-hydroxyethyl)-2-methylsulfanyl-6-nitro-3H-benzimidazol-1-ium chloride monohydrate." Acta Crystallographica Section E Crystallographic Communications 72, no. 9 (August 31, 2016): 1356–59. http://dx.doi.org/10.1107/s2056989016013657.

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In the cation of the title hydrated molecular salt, C10H12N3O3S+·Cl−·H2O, the benzimidazolium ring system is almost planar (r.m.s. deviation = 0.006 Å) and the nitro group is inclined at an angle of 4.86 (9)° to this plane. In the crystal, C—H...O hydrogen bonds form centrosymmetricR22(20) dimers and these are further aggregated through N—H...O and O—H...Cl hydrogen bonds involving the water molecules and chloride anions. Aromatic π–π stacking interactions are also found between two parallel benzene rings or the benzene and imidazolium rings, with centroid–centroid distances of 3.5246 (9) and 3.7756 (9) Å, respectively. Analysis of the bond lengths and comparison with related compounds show that the nitro substituent is not involved in conjugation with the adjacent π-system and hence has no effect on the charge distribution of the heterocyclic ring.

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22

Cernatescu, Corina, and Eugenia Comanita. "Benzazole derivatives: V. The reactivity of some 2-p-tolyl-and 2-p-methylstyryl-benzimidazolium salts." Chemical Industry 58, no. 12 (2004): 548–51. http://dx.doi.org/10.2298/hemind0412548c.

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The reactivity of the p-substituted methyl group in 1-methyl-2-p-tolylbenzimidazolium and 1-methyl-2-p-methylstyrylbenzimidazolium iodides with p-nitroso-dimethylaniline (p-NDMA) and aromatic aldehydes was studied. According to literature data on the steric effects produced by the bulky N-l methyl group, the 2-p-tolyl substituted salt does not react with p-NDMA. On the other hand, 2-p-methylstyryl substituted salts give condensation reactions, similarly to 1,2,3-trimethylbenzimidazolium iodides. The compounds obtained from the reaction with aromatic aldehydes can be used as dyeing substances, photosensitizers or as dienic monomers, due to the conjugated chain from C-2.

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23

Iwamoto, Ken-ichi, Hitomi Kimura, Masaaki Oike, and Masayuki Sato. "Methylene-bridged bis(benzimidazolium) salt as a highly efficient catalyst for the benzoin reaction in aqueous media." Organic & Biomolecular Chemistry 6, no. 5 (2008): 912. http://dx.doi.org/10.1039/b719430g.

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24

Xing, Jian, Bingyao Deng, and Qingsheng Liu. "Effect of benzimidazolium salt on dispersion and properties of polyphenylene sulfide/organic clay nanocomposites via melt intercalation." Fibers and Polymers 16, no. 6 (June 2015): 1220–29. http://dx.doi.org/10.1007/s12221-015-1220-5.

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25

Liu, Qing-Xiang, Ze-Liang Hu, and Zhi-Xiang Zhao. "A new fluorescent–colorimetric chemosensor for cobalt(ii) ions based on bis-benzimidazolium salt with three anthraquinone groups." New Journal of Chemistry 42, no. 24 (2018): 20049–55. http://dx.doi.org/10.1039/c8nj04983a.

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26

Aktas, Aydin, Duygu Barut Celepci, Yetkin Gok, Parham Taslimi, Hulya Akincioglu, and İlhami Gulcin. "A Novel Ag-N-Heterocyclic Carbene Complex Bearing the Hydroxyethyl Ligand: Synthesis, Characterization, Crystal and Spectral Structures and Bioactivity Properties." Crystals 10, no. 3 (March 5, 2020): 171. http://dx.doi.org/10.3390/cryst10030171.

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In this study, a novel silver N-heterocyclic carbene (Ag-NHC) complex bearing hydroxyethyl substituent has been synthesized from the hydroxyethyl-substituted benzimidazolium salt and silver oxide by using in-situ deprotonation method. A structure of the Ag-NHC complex was characterized by using UV-Vis, FTIR, 1H-NMR and 13C-NMR spectroscopies and elemental analysis techniques. Also, the crystal structure of the novel complex was determined by single-crystal X-ray diffraction method. In this paper, compound 1 showed excellent inhibitory effects against some metabolic enzymes. This complex had Ki of 1.14 0.26 µM against human carbonic anhydrase I (hCA I), 1.88±0.20 µM against human carbonic anhydrase II (hCA I), and 10.75±2.47 µM against α-glycosidase, respectively. On the other hand, the Ki value was found as 25.32±3.76 µM against acetylcholinesterase (AChE) and 41.31±7.42 µM against butyrylcholinesterase (BChE), respectively. These results showed that the complex had drug potency against some diseases related to using metabolic enzymes.

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27

Riaz, Ayesha, Muhammad Adnan Iqbal, Haq Nawaz Bhatti, and Muhammad Shahid. "Synthesis of sandwich type acyclic tetra-nuclear silver(I)-N-heterocyclic carbene complexes for wound healing applications." Zeitschrift für Naturforschung C 75, no. 9-10 (September 25, 2020): 369–76. http://dx.doi.org/10.1515/znc-2020-0069.

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AbstractTwo meta-xylyl linked tetrakis-benzimidazolium salts (L1-L2) as multidentate ligands and two respective silver complexes (C1 and C2) were synthesized. A multistep reaction was done at room temperature, starting with simple benzimidazole and alkyl halides, going through precursors and salt formation by reflux and finally in situ deprotonation of tetrabenzimidazolium salts with Ag2O to yield respective tetra-nuclear Ag(I)-N-heterocyclic Carbene (NHC) complexes. Propyl and butyl groups were bonded at the terminal positions of tetra-azolium open chain salts. Characterization of compounds was done by analytical and spectroscopic techniques. On the basis of spectroscopic data, a chemical structure with open chains having four Ag(I) ions sandwiched between NHC layers was established. Potential of synthesized complexes (C1 & C2) for wound contraction was evaluated and compared with standard wound contraction gel. Percentage wound contraction of both complexes was found very close to that of standard drug used in parallel.

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28

Li, Peng, and Jie Cheng Xu. "Highly Efficient Synthesis of Sterically Hindered Peptides Containing N-Methylated Amino Acid Residues using a Novel 1H-Benzimidazolium Salt." Tetrahedron 56, no. 51 (December 2000): 9949–55. http://dx.doi.org/10.1016/s0040-4020(00)00963-7.

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29

Xing, Jian, Zhenzhen Xu, Fangtao Ruan, and Bingyao Deng. "Nonisothermal crystallization kinetics, morphology, and tensile properties of polyphenylene sulfide/functionalized graphite nanoplatelets composites." High Performance Polymers 31, no. 3 (March 18, 2018): 282–93. http://dx.doi.org/10.1177/0954008318764584.

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Polyphenylene sulfide (PPS)/graphite nanoplates (GNPs) nanocomposites were manufactured by simple melt compounding. The GNPs were first functionalized using synthesized benzimidazolium salt to improve the compatibility with PPS matrix. The functionalized GNPs showed an exfoliated dispersion in PPS matrix, which also could significantly improve the tensile properties of composites. Differential scanning calorimetry was used to investigate the nonisothermal crystallization kinetics of PPS/functionalized GNPs composites. The results showed that the PPS/functionalized GNPs composites always had a higher crystallization peak temperature ( Tc) than pure PPS resin at different cooling rates due to the addition of GNPs. The GNPs could also play the role of heterogeneous nucleating agents to accelerate the crystallization; however, at high content, they could also limit the mobility of PPS macromolecular chains and hinder the crystallization. The Mo equation could be used to analyze the nonisothermal crystallization kinetics, whereas the Ozawa equation was not suitable for the nonisothermal crystallization process. Consistent with a previous analysis, the results also showed that the addition of GNPs could also decrease the crystallization activation energy ( Ec) of PPS resin at low content while increasing the Ec at high content.

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30

Yiğit, Murat, Yetkin Gök, Beyhan Yiğit, and Özlem Özeroğlu Çelikal. "Palladium/Benzimidazolium Salt Catalyst Systems and N-Heterocyclic Carbene-Palladium(II)-Pyridine (PEPPSI) Complexes for Anti-Markovnikov Hydroaminations of Styrene in Ionic Liquid." HETEROCYCLES 98, no. 3 (2019): 403. http://dx.doi.org/10.3987/com-19-14042.

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31

MIYASHITA, Akira, Yumiko SUZUKI, Ken-ichi IWAMOTO, and Takeo HIGASHINO. "Catalytic Action of Azolium Salts. IX. Synthesis of 6-Aroyl-9H-purines and Their Analogues by Nucleophilic Aroylation Catalyzed by Imidazolium or Benzimidazolium Salt." CHEMICAL & PHARMACEUTICAL BULLETIN 46, no. 3 (1998): 390–99. http://dx.doi.org/10.1248/cpb.46.390.

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32

Yılmaz, Ülkü, Selma Deniz, Hasan Küçükbay, and Nihat Şireci. "Microwave Assisted Suzuki-Miyaura and Ullmann Type Homocoupling Reactions of 2- and 3-Halopyridines Using a Pd(OAc)2/Benzimidazolium Salt and Base Catalyst System." Molecules 18, no. 4 (March 25, 2013): 3712–24. http://dx.doi.org/10.3390/molecules18043712.

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33

Huang, Wen, Jianping Guo, Yuanjing Xiao, Miaofen Zhu, Gang Zou, and Jie Tang. "Palladium–benzimidazolium salt catalyst systems for Suzuki coupling: development of a practical and highly active palladium catalyst system for coupling of aromatic halides with arylboronic acids." Tetrahedron 61, no. 41 (October 2005): 9783–90. http://dx.doi.org/10.1016/j.tet.2005.06.060.

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34

Iqbal, Muhammad Adnan, Rosenani A. Haque, Srinivasa Budagumpi, Mohamed B. Khadeer Ahamed, and Amin M. S. Abdul Majid. "Short metal–metal separations and in vitro anticancer studies of a new dinuclear silver(I)-N-heterocyclic carbene complex of para-xylyl-linked bis-benzimidazolium salt." Inorganic Chemistry Communications 28 (February 2013): 64–69. http://dx.doi.org/10.1016/j.inoche.2012.11.013.

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35

MIYASHITA, A., Y. SUZUKI, K. IWAMOTO, and T. HIGASHINO. "ChemInform Abstract: Catalytic Action of Azolium Salts. Part 9. Synthesis of 6-Aroyl-9H-purines and Their Analogues by Nucleophilic Aroylation Catalyzed by Imidazolium or Benzimidazolium Salt." ChemInform 29, no. 39 (June 19, 2010): no. http://dx.doi.org/10.1002/chin.199839179.

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36

Akkurt, Mehmet, Selvi Karaca, Hasan Küçükbay, Ülkü Yılmaz, and Orhan Büyükgüngör. "Mercapto-N-phenylformimidoyl-1-ethyl-3-(2-morpholinoethyl)benzimidazolinium inner salt." Acta Crystallographica Section E Structure Reports Online 61, no. 9 (August 12, 2005): o2875—o2877. http://dx.doi.org/10.1107/s1600536805024852.

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37

Öztürk, Sema, Mehmet Akkurt, Hasan Küçükbay, Ersin Orhan, and Orhan Büyükgüngör. "Mercapto-N-phenylformimidoyl-1-methyl-3-(2-phenylethyl)benzimidazolinium inner salt." Acta Crystallographica Section E Structure Reports Online 60, no. 6 (May 8, 2004): o936—o938. http://dx.doi.org/10.1107/s160053680401013x.

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38

Thapa, Rajesh, and Stefan M. Kilyanek. "Synthesis and structural characterization of iridium(I) complexes of 20-membered macrocyclic rings bearing chelating bis(N-heterocyclic carbene) ligands." Acta Crystallographica Section C Structural Chemistry 75, no. 12 (November 25, 2019): 1652–57. http://dx.doi.org/10.1107/s2053229619015006.

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The reactivities of two 20-membered macrocyclic ligands, each containing two N-heterocyclic carbene (NHC) and two amine groups, towards [IrCl(COD)]2 (COD is cycloocta-1,5-diene) were investigated. Macrocycles containing imidazolin-2-ylidene groups formed the monometallic complex [(1,2,5,6-η)-cycloocta-1,5-diene](5,16-dibenzyl-1,5,9,12,16,20-hexaazatricyclo[18.2.1.19,12]tetracosa-10,21-dien-21,22-diylidene)iridium(I) bromide dichloromethane monosolvate, [Ir(C8H12)(C32H42N6)]Br·CH2Cl2, 2a. The structure of iridium complex 2a at 100 K has triclinic P\overline{1} symmetry. The ligand in 2a coordinates to the Ir center through the NHC moieties in a cis fashion. Additionally, the ligand adopts an umbrella-like structure that appears to envelope the Ir center. The structure displays C—H...Br interactions. Macrocycles containing benzimidazolin-2-ylidene groups formed the bimetallic complex [μ-5,20-dibenzyl-1,5,9,16,20,24-hexaazapentacyclo[22.6.1.19,16.010,15.025,30]dotriaconta-10(15),11,13,25(30),26,28-hexaene-31,32-diylidene]bis{bromido[(1,2,5,6-η)-cycloocta-1,5-diene]iridium(I)}, [Ir2Br2(C8H12)2(C40H46N6)], 2b. The structure of complex 2b at 100 K has orthorhombic Pbca symmetry. Each NHC moiety in 2b coordinates in a monodentate fashion to an Ir(COD) fragment. The structure exhibits disorder of the main molecule. This disorder is found in the portion of the macrocycle containing an amine group. This structure also displays C—H...Br interactions. Finally, the structure of the hexafluorophosphate salt of the imidazolin-2-ylidene-containing macrocycle, namely 5,16-dibenzyl-1λ5,5,9,12λ5,16,20-hexaazatricyclo[18.2.1.19,12]tetracosa-1(23),10,12(24),21-tetraene-1,12-diium bis(hexafluorophosphate), C32H44N6 2+·2PF6 −, 1c, was determined. The structure of macrocycle 1c at 100 K has triclinic P\overline{1} symmetry and was found to contain C—H...F interactions.

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39

Colonna, Martino, Corrado Berti, Enrico Binassi, Maurizio Fiorini, Francesco Acquasanta, and Annamaria Celli. "Improved dispersion of multi-wall carbon nanotubes in poly(butylene terephthalate) using benzimidazolium surfactants." e-Polymers 9, no. 1 (December 1, 2009). http://dx.doi.org/10.1515/epoly.2009.9.1.624.

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AbstractMulti-wall carbon nanotubes/poly(butylene terephthalate) nanocomposites have been prepared by in-situ polymerization. Benzimidazolium tetrafluoroborate salts improve the dispersion of carbon nanotubes in the polymer matrix due to the formation of “π-cation” interactions of the imidazolium salt with the surface of the carbon nanotubes. An improved dispersion of the nanotubes in butanediol was also observed using the benzimidazolium salt. The presence of the compatibilization agent gives rise to improved thermo-mechanical properties and electrical conductivity for the nanocomposite. The presence of the nanotubes also consistently increases the thermal stability and enhances the nucleation process on PBT crystallization.

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40

Serdaroğlu, Goncagül, Serap Şahin-Bölükbaşı, Duygu Barut-Celepci, Resul Sevinçek, Neslihan Şahin, Nevin Gürbüz, and İsmail Özdemir. "Synthesis, in vitro anticancer activities, and quantum chemical investigations on 1,3-bis-(2-methyl-2-propenyl)benzimidazolium chloride and its Ag(I) complex." Journal of Chemical Research, November 24, 2020, 174751982095021. http://dx.doi.org/10.1177/1747519820950219.

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1,3- Bis-(2-methyl-2-propenyl)benzimidazolium chloride and its Ag(I) complex are synthesized and the structures are elucidated using spectroscopies techniques. The molecular and crystal structures of the benzimidazolium salt are confirmed by X-ray crystallography. The molecular geometries of the benzimidazolium and its Ag(I) salt are analyzed using the B3LYP functional with the 6–311+G(d,p)/LANL2DZ basis set. The observed Fourier transform infrared and nuclear magnetic resonance isotropic shifts are compared with the calculated values. Besides, the quantum chemical identifiers, significant intramolecular interactions, and molecular electrostatic potential plots are used to show the tendency/site of the chemical reactivity behavior. The three-dimensional Hirshfeld surfaces and the associated two-dimensional fingerprint plots are applied to obtain an insight into the behavior of the interactions in the crystal. Both compounds are tested for their in vitro anticancer activities against DU-145 and MCF-7 cancer cells and L-929 non-cancer cells using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay.

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41

Amudha, M., P. Praveen Kumar, and G. Chakkaravarthi. "BenzimidazoliumL-aspartate." IUCrData 1, no. 5 (May 4, 2016). http://dx.doi.org/10.1107/s2414314616006775.

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In the cation of the title molecular salt, C7H7N2+·C4H6NO4−(systematic name: 1H-benzo[d]imidazol-3-ium 2-azaniumylsuccinate), the benzimidazole ring system is almost planar (r.m.s. deviation = 0.012 Å). The cation is protonated at the N atom and the L-aspartate zwitterion is deprotonated at both carboxyl groups. In the anion, an N—H...O hydrogen bond and an N—H...O short contact generateS(6) graph-set motifs. In the crystal, the anions are linkedviathree N—H...O hydrogen bonds involving the NH3+group, forming layers parallel to theabplane. The benzimidazolium cations are linked to these layers by N—H...O hydrogen bonds. The layers are linkedviaC—H...O hydrogen bonds involving the benzimidazolium cation, forming a three-dimensional structure. There are also C—H...π interactions present involving inversion-related benzimidazolium cations.

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42

Iwamoto, Ken-ichi, Masako Hamaya, Naoki Hashimoto, Hitomi Kimura, Yumiko Suzuki, and Masayuki Sato. "Benzoin Reaction in Water as an Aqueous Medium Catalyzed by Benzimidazolium Salt." ChemInform 38, no. 2 (January 9, 2007). http://dx.doi.org/10.1002/chin.200702079.

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43

"Synthesis and Crystal Structure of a New Hydrated Benzimidazolium Salt Containing Spiro Structure." Crystals 7, no. 10 (October 9, 2017): 303. http://dx.doi.org/10.3390/cryst7100303.

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44

"Efficiency enhancement with chloride to iodide ion exchange of benzimidazolium salt as redox mediator." TURKISH JOURNAL OF CHEMISTRY, 2021. http://dx.doi.org/10.3906/kim-2006-25.

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45

Iwamoto, Ken-ichi, Hitomi Kimura, Masaaki Oike, and Masayuki Sato. "ChemInform Abstract: Methylene-Bridged Bis(benzimidazolium) Salt as a Highly Efficient Catalyst for the Benzoin Reaction in Aqueous Media." ChemInform 39, no. 29 (July 15, 2008). http://dx.doi.org/10.1002/chin.200829093.

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46

Huang, Wen, Jianping Guo, Yuanjing Xiao, Miaofen Zhu, Gang Zou, and Jie Tang. "Palladium—Benzimidazolium Salt Catalyst Systems for Suzuki Coupling: Development of a Practical and Highly Active Palladium Catalyst System for Coupling of Aromatic Halides with Arylboronic Acids." ChemInform 37, no. 3 (January 17, 2006). http://dx.doi.org/10.1002/chin.200603104.

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