Oftadeh, Mohsen; Barfarakh, Zahra; Ravari, Fatemeh published the artcile< Luminescent excited-state intramolecular proton-transfer dyes based on 4-functionalized 6,6′-dimethyl-3,3′-dihydroxy-2,2′-bipyridine (BP(OH)2-Rs); DFT simulation study>, Application of C10H8N2, the main research area is ESIPT process; Excited state; Functionalized bipyridine dyes; Luminescence; Simulation.
The 4-functionalized 6,6′-dimethyl-3,3′-dihydroxy-2,2′-bipyridine dyes (BP(OH)2-Rs) have exhibited dienol and diketo emissions. The optimum geometrical structures for ground, singlet and triplet excited states are computed by DFT/B3LYP/6-31++G that showed the planarity of BP(OH)2-Rs structure. The emission spectra of the mols. are determined in the gas-phase at singlet and triplet excited states using CIS/6-31++G. The theor. calculations are carried out for BP(OH)2-Rs to understand the impact of different substituents (R = -H (I), -Br (II), -TMS (III), -C2H (IV), -terpyridine (V) and -bodipy (diazaboraindacene) (VI)) on excited-state intramol. proton transfer (ESIPT) in singlet and triplet excited states. Based on the calculations, the concerted diproton transfer proceeds in the triplet excited state, in which nπ* state has a significant participation in ESIPT. The spectral variation at ESIPT emission of BP(OH)2-Rs is influenced by the electron-acceptor ability of the substituents. The compound V revealed a higher spectral intensity compared to the others. From the comparison with the exptl. data, the mol. V is almost planar agreed with the X-ray structure and trend variation of wavelengths. The mol. VI contains bodipy chromophore that excitation energy transfers completely from BP(OH)2 core to a bodipy substituent, leading to emission from the lowest-lying bodipy substituent, and consequently, ESIPT does not occur for this dye.
Journal of Molecular Graphics & Modelling published new progress about 366-18-7. 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Application of C10H8N2.