Halogen-bonding-induced diverse aggregation of 4,5-diiodo-1,2,3-triazolium salts with different anions

• Xingyu Xu,
• Shiqing Huang,
• Zengyu Zhang,
• Lei Cao and
• Xiaoyu Yan

Beilstein J. Org. Chem. 2020, 16, 78–87, doi:10.3762/bjoc.16.10

• halogen acceptors was also investigated. Diffusion of ether into the mixture of 4,4'-bipyridine (bpy) and 2-BF4 in dichloromethane leads to the crystallization of 2-BF4·0.5bpy (Figure 8). It crystallizes in the monoclinic space group P21/c. The acceptor 4,4'-bipyridine provides a complementary link for 1D

• the former shows a boat conformation and the latter forms a rectangle conformation. Triazolium salts form a linear polymer with polyiodide. 2-BF4 forms co-crystals with 4,4'-bipyridine via halogen bonding. DFT calculation results show that the σ holes of 4,5-diiodo-1,2,3-triazolium is similar to the σ

• , 1.41, N, 2.67%; found: C, 15.93, H, 1.66, N, 2.41%. 2-BF4.0.5bpy: 2-BF4 (65 mg, 0.1 mmol) and 4,4'-bipyridine (16 mg, 0.1 mmol) was mixed in dichloromethane (4 mL) in a round bottom flask. The single crystals were obtained by slow diffusion of ether into a dichloromethane solution. Colourless solid, 28

Complexation of 2,6-helic[6]arene and its derivatives with 1,1′-dimethyl-4,4′-bipyridinium salts and protonated 4,4'-bipyridinium salts: an acid–base controllable complexation

• Jing Li,
• Qiang Shi,
• Ying Han and
• Chuan-Feng Chen

Beilstein J. Org. Chem. 2019, 15, 1795–1804, doi:10.3762/bjoc.15.173

• reaction of 4,4′-bipyridine with concentrated HCl in acetonitrile followed by counteranion exchange with sodium tetrakis[3,5-di(trifluoromethyl)phenyl]borate (NaBArF) in dichloromethane. The new compounds were confirmed by NMR spectroscopy and high-resolution mass spectrometry (Supporting Information File

• solution. Acid–base controlled complexation between H2 and G4 4,4′-Bipyridine easily forms protonated 4,4′-pyridinium salts and vice versa. Hence we could conveniently control the association and dissociation of the host–guest complexes based on protonated 4,4′-pyridinium guests by use of acid and base. As

• shown in Figure 7, when 2.2 equiv of DBU were added into the solution of complex H2·G4 in CD2Cl2, the signals for protons 3 and 6 of complex H2·G4 disappeared while the proton signals of free H2 and 4,4'-bipyridine were observed, which indicated that the complex dissociated. On the other hand, when 2.2

Mechanochemistry of supramolecules

• Anima Bose and
• Prasenjit Mal

Beilstein J. Org. Chem. 2019, 15, 881–900, doi:10.3762/bjoc.15.86

• condition than in aqueous media [56]. When a 1:1 mixture of the platinum salt [(en)PtNO3)2] and 4,4'-bipyridine were grinded in a mortar and pestle for 10 min, an NMR yield of 76% was found for the formation of molecular square 8 (Figure 4a). Similar structures were reported by Fujita’s group [57] in which

Host–guest complexes of conformationally flexible C-hexyl-2-bromoresorcinarene and aromatic N-oxides: solid-state, solution and computational studies

• Rakesh Puttreddy,
• Ngong Kodiah Beyeh,
• S. Maryamdokht Taimoory,
• Daniel Meister,
• John F. Trant and
• Kari Rissanen

Beilstein J. Org. Chem. 2018, 14, 1723–1733, doi:10.3762/bjoc.14.146

• -oxide (3), 4-methylpyridine N-oxide (4), 2,6-dimethylpyridine N-oxide (5), 2-methoxypyridine N-oxide (6), 3-methoxypyridine N-oxide (7), 4-methoxypyridine N-oxide (8), 2,6-dimethoxypyridine N-oxide (9), 4-phenylpyridine N-oxide (10), 4,4'-bipyridine N,N'-dioxide (11) and 2,2'-bipyridine N,N'-dioxide (12

A versatile route to polythiophenes with functional pendant groups using alkyne chemistry

• Xiao Huang,
• Li Yang,
• Rikard Emanuelsson,
• Jonas Bergquist,
• Maria Strømme,
• Martin Sjödin and
• Adolf Gogoll

Beilstein J. Org. Chem. 2016, 12, 2682–2688, doi:10.3762/bjoc.12.265

• quinone moieties are vulnerable in nucleophilic and acidic environments. Furthermore, the viologen moiety, available from 4,4’-bipyridine (BP) has potential for energy storage and electrochromic applications [35][36], but it has previously been anchored to a polymer backbone only by oxidative coupling via

• -bromoterephthalate and 2-bromo-4,4’-bipyridine were prepared according to reported procedures [38][39]. The electron acceptor phthalimide (PT) was attached to EDOT via cycloaddition between the alkyne and an alkylazide to produce derivative 13 (Scheme 4). Regioselective formation of 13 involved the Cu(I)-catalyzed

Recent advances in copper-catalyzed C–H bond amidation

• Jie-Ping Wan and
• Yanfeng Jing

Beilstein J. Org. Chem. 2015, 11, 2209–2222, doi:10.3762/bjoc.11.240

• on this area from Truong et al. [75] showed that the heterogeneous and recyclable Cu2(BDC)2(BPY) catalyst (BDC = benzene- 1,4-dicarboxylate; BPY = 4,4′-bipyridine) could catalyze this kind of amidation reaction with excellent selectivity to provide ynamides. Another point was that the C–H bond could

Cross-dehydrogenative coupling for the intermolecular C–O bond formation

• Igor B. Krylov,
• Vera A. Vil’ and
• Alexander O. Terent’ev

Beilstein J. Org. Chem. 2015, 11, 92–146, doi:10.3762/bjoc.11.13

• ]. The coupling of aldehydes and formamides with 2-substituted phenols was carried out in the presence of heterogeneous catalysts, such as CuO on α-Fe2O3-modified carbon nanotubes (a magnetically separable catalyst) [158] and the metal-organic framework Cu2(4,4’-biphenyldicarboxylate)2(4,4’-bipyridine

Double N-arylation reaction of polyhalogenated 4,4’-bipyridines. Expedious synthesis of functionalized 2,7-diazacarbazoles

• Mohamed Abboud,
• Emmanuel Aubert and
• Victor Mamane

Beilstein J. Org. Chem. 2012, 8, 253–258, doi:10.3762/bjoc.8.26

• diffraction and show π–π stacking involving the diazacarbazole moieties and the phenyl rings of functionalized groups. Keywords: 4,4’-bipyridine; cross-coupling; crystal packing; diazacarbazole; X-ray diffraction; Introduction Only a few examples of the preparation of diazacarbazoles have been reported [1