Structural properties of halogenated 6-X-2- isonicotinoyltrifluoroborate salt (X= F, Cl, Br) series

SILVIA ANTONIA. BRANDÁN; MAXIMILIANO ALBERTO IRAMAIN

Pontificia Universidad Católica de Chile-Santiago de Chile

Congreso; 44ª Congreso Internacional de Químicos Teóricos de Expresión Latina (QUITEL 2018); 2018

ontificia Universidad Católica de Chile

A halogenated series of 6-X-2-isonicotinoyltrifluoroborate salts expressed as ITFB-X, (X=F, Cl, Br)(Figure 1) were studied by using the hybrid method B3LYP/6-311++G** with the Gaussian 09 Revision A.02 program [1]. The effects of the incorporation of halogen in the isonicotinoyl rings (Figure 2) of each salt and its influence on the properties of ITFB-X were studied by using natural bond orbital (NBO), atoms in molecules (AIM) and frontier orbitals in order to compute the atomic charges, bond orders, donor-acceptor interactions, molecular electrostatic potentials, topological properties and the gap values[2].In this work, the optimized parameters have revealed that the bond N6-C1 lengths are strongly dependent of the electronegativity of halogen while the natural populations analyses reveal that the most negative NPA charges are located on the C1 atoms belong to isonicotinoyl rings of the ITFB-F salt. The NBO studies show that all members of the series present the LP(3)X8π*C1-N6 interaction having the highest value the ITFB-F salt. The frontier orbitals studies evidence that the halogens slightly reduce the gap values, as compared with ITFB, showing the ITFB-Br salt the lower value [3, 4]