TY - JOUR
T1 - A theoretical study of the parent NH-benzazoles (benzimidazoles, indazoles and benzotriazoles)
T2 - Geometries, energies, acidity and basicity, NMR properties and molecular electrostatic potentials
AU - Alkorta, Ibon
AU - Sánchez-Sanz, Goar
AU - Trujillo, Cristina
AU - Elguero, José
AU - Claramunt, Rosa M.
PY - 2012/8/15
Y1 - 2012/8/15
N2 - The three parent NH-benzazoles, benzimidazole, indazole and benzotriazole, have been studied theoretically at the B3LYP/6-311++G(d,p) level. Optimized geometries have been compared with those obtained by X-ray crystallography, energies with studies about tautomerism, acid-base properties with pK as, and chemical shifts with those reported in the literature. As aromaticity probe, Schleyer's Nuclear Independent Chemical Shifts (NICS) were used and represented in two 3D isosurfaces of the electron density.
AB - The three parent NH-benzazoles, benzimidazole, indazole and benzotriazole, have been studied theoretically at the B3LYP/6-311++G(d,p) level. Optimized geometries have been compared with those obtained by X-ray crystallography, energies with studies about tautomerism, acid-base properties with pK as, and chemical shifts with those reported in the literature. As aromaticity probe, Schleyer's Nuclear Independent Chemical Shifts (NICS) were used and represented in two 3D isosurfaces of the electron density.
KW - Acid-base equilibria
KW - Benzimidazole
KW - Benzotriazole
KW - Carbenes
KW - Indazole
KW - NMR
KW - Nuclear Independent Chemical Shifts
KW - Tautomerism
UR - http://www.scopus.com/inward/record.url?scp=84881230852&partnerID=8YFLogxK
U2 - 10.3998/ark.5550190.0013.209
DO - 10.3998/ark.5550190.0013.209
M3 - Article
AN - SCOPUS:84881230852
SN - 1551-7012
VL - 2012
SP - 85
EP - 106
JO - Arkivoc
JF - Arkivoc
IS - 2
ER -