27926-72-3Relevant academic research and scientific papers
Systematics in NH+...N-bonded monosalts of 4,4′-bipyridine (44′biPy) with mineral acids
Ratajczak-Sitarz, Malgorzata,Katrusiak, Andrzej,Dega-Szafran, Zofia,Stefanski, Grzegorz
, p. 4378 - 4384 (2013)
Despite significantly different crystal symmetry and packing, the crystal structures of NH+...N hydrogen-bonded salts of 4,4′-bipyridine (44′biPy) with mineral acids HA = HCl, HBr, HI, HClO4, HBF4 and H2SiF6 exhibit close analogies in the hydration, aggregation of the cations and their twisted conformation, as well as proton disordering. All monosalts have been synthesized and, at normal conditions, form crystals of general formula [44′biPyH]+A-·xH2O (x = 0.5, 1, or 2), and [44′biPyH]+2SiF6 2-·5H2O. In the structures, the 44′biPyH + cations are NH+...N bonded into linear chains, and in most [44′biPyH]+A-·xH2O crystals the protons are disordered, similarly as in anisotropic relaxors 1,4-diazabicyclo[2.2.2]octane hydroiodide and hydrobromide (dabcoHI and dabcoHBr, respectively). The proton disorder implies generation of point defects of neutral 44′biPy molecules and [44′biPyH2] 2+ dications in all these structures. In all [44′biPyH] +A- structures investigated, the acid anions are hydrogen bonded to water molecules and interact with pyridine hydrogen atoms. Two polymorphs of [44′biPyH]+I-·H2O differ in color: the orthorhombic polymorph α is yellow, and the triclinic polymorph β is orange.
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
Li, Jing,Shi, Qiang,Han, Ying,Chen, Chuan-Feng
, p. 1795 - 1804 (2019)
2,6-Helic[6]arene and its derivatives were synthesized, and their complexation with 1,1′-dimethyl-4,4′-bipyridinium and protonated 4,4'-bipyridinium salts were investigated in detail. It was found that the helic[6]arene and its derivatives could all form 1:1 complexes with both 1,1′-dimethyl-4,4'-bipyridinium salts and protonated 4,4'-bipyridinium salts in solution and in the solid state. Especially, the helic[6]arene and its derivatives containing 2-hydroxyethoxy or 2-methoxyethoxy groups exhibited stronger complexation with the guests than the other helic[6]arene derivatives for the additional multiple hydrogen bonding interactions between the hosts and the guests, which were evidenced by 1H NMR titrations, X-ray crystal structures and DFT calculations. Moreover, it was also found that the association constants (Ka) of the complexes could be significantly enhanced with larger counteranions of the guests and in less polar solvents. Furthermore, the switchable complexation between the helic[6]arene and protonated 4,4'-bipyridinium salt could be efficiently controlled by acids and bases.
