New insights into aromatic pathways of carbachlorins and carbaporphyrins based on calculations of magnetically induced current densities

New insights into aromatic pathways of carbachlorins and carbaporphyrins based on calculations of magnetically induced current densities

Detalles Bibliográficos
Parent link:Physical Chemistry Chemical Physics.— , 1999-
Vol. 18, iss. 17.— 2016.— [P. 11932-11941]
Autor Corporativo: Национальный исследовательский Томский политехнический университет Институт физики высоких технологий Кафедра общей химии и химической технологии
Otros Autores: Benkyi I. Isaak, Fliegl H. Heike, Valiev R. R. Rashid Rinatovich, Sundholm D. Dage
Sumario:Title screen
Magnetically induced current densities have been calculated and analyzed for a number of synthesized carbachlorins and carbaporphyrins using density functional theory and the gauge including magnetically induced current (GIMIC) method. Aromatic properties have been determined by using accurate numerical integration of the current flow yielding reliable current strengths and pathways that are related to the degree of aromaticity and the aromatic character of the studied molecules. All investigated compounds are found to be aromatic. However, the obtained aromatic pathways differ from those previously deduced from spectroscopic data and magnetic shielding calculations. For all studied compounds, the ring current divides into an outer and an inner branch at each pyrrolic subring, showing that all π-electrons of the pyrrolic rings take part in the delocalization pathway. The calculations do not support the common notion that the main share of the current takes the inner route at the pyrrolic rings without an inner hydrogen and follows an 18π aromatic pathway. The aromatic pathways of the investigated carbaporphyrins and carbachlorins are very similar, since the current strength viathe CβCβ′ bond of the cyclopentadienyl ring of the carbaporphyrins is almost as weak as the current density passing the corresponding saturated Cβ-Cβ′ bond of the carbachlorins.
Publicado: 2016
Materias:
электронный ресурс
труды учёных ТПУ
Acceso en línea:http://dx.doi.org/10.1039/C5CP06987D
Formato: Electrónico Capítulo de libro
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=648157

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