Abstract
Three salts [perchlorate (2), chloride (3) and tetrafluoroborate (4)] were synthesized from a 1-(2-aminoethyl)-6-hydroxy-2-oxo-1,2-dihydro-[4,4′-bipyridine]-3,5-dicarbonitrile compound (1) and characterized by spectroscopic and single crystal X-ray diffraction methods. Various noncovalent interactions (e.g., anion⋯π+, π⋯π, lp⋯π) are explored in the solid state crystal structure of the salts. Optical band gaps of all the four compounds were determined from their solid-state UV-vis spectrum. Electrical properties like electrical conductivity, photosensitivity, etc. were calculated and the results revealed that they have potential to act as optoelectronic devices. The values of the electrical parameters increase several times when they are exposed to visible light rather than in dark conditions. The light sensing properties of the salts (2–4) are enhanced compared to that of the mother organic compound 1 but the magnitude of this enhancement is not same for the three salts. This observation has been rationalized by theoretical considerations. Moreover, the DNA binding ability of one of the representative salts (compound 2) was examined to check the biological importance of the synthesized salts.
Highlights
The synthesis and study of materials that are able to exhibit semiconducting behaviour has already gained considerable attention in recent years for their potential applications in electronic devices
Exploration of weak interactions expected to be present in the solid state structures of the organic salts with aromatic rings36–40 is another objective of the present study
In order to explore more about the biological importance of 2-pyridone derivatives, we examined the DNA binding ability of a representative salt [2] in aqueous buffer medium as salt formation can improve bioavailability of a drug through chemical approaches without changing the active target
Summary
Paper attention has been paid to explore such properties in organic salts. exploration of weak interactions expected to be present in the solid state structures of the organic salts with aromatic rings is another objective of the present study. Exploration of weak interactions expected to be present in the solid state structures of the organic salts with aromatic rings is another objective of the present study. We report preparations of three different salts [perchlorate [2], chloride [3] and tetra uoroborate [4]] of 1(2-aminoethyl)-6-hydroxy-2-oxo-1,2-dihydro-[4,40-bipyridine]3,5-dicarbonitrile (Fig. 1, compound 1) with a common cationic 4-(4-pyridinyl)-2-pyridone moiety and establish their solid-state structures. We have analysed their photoresponse properties since all of them (including compound 1) show optical band gaps in the semiconductor range. In order to explore more about the biological importance of 2-pyridone derivatives, we examined the DNA binding ability of a representative salt [2] in aqueous buffer medium as salt formation (cation) can improve bioavailability of a drug through chemical approaches without changing the active target.. More speci cally 3-cyano-2-pyridone frameworks has been used before for the treatment of congestive heart failure and for anticancer activity, PIM1 kinase inhibitor and survivin protein. In order to explore more about the biological importance of 2-pyridone derivatives, we examined the DNA binding ability of a representative salt [2] in aqueous buffer medium as salt formation (cation) can improve bioavailability of a drug through chemical approaches without changing the active target. Molecular docking and circular dichroic study has been carried out to support the experimental results
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