caa a22 4500 605511098 CHVBK 20210128100649.0 cr unu---uuuuu 210128e20150601xx s 000 0 eng 10.1007/s00894-015-2683-4 doi (NATIONALLICENCE)springer-10.1007/s00894-015-2683-4 Aromaticity of the completely annelated tetraphenylenes: NICS and GIMIC characterization [Elektronische Daten] [Gleb Baryshnikov, Nataliya Karaush, Rashid Valiev, Boris Minaev] A series of heterocyclic and hydrocarbon [8]circulenes (also named completely annelated tetraphenylenes) were studied by the NICS and GIMIC methods in order to describe their aromatic properties from the magnetic criterion point of view. According to calculations all the hetero[8]circulene molecules demonstrate the bifacial aromatic/antiaromatic nature. The inner octatetraene core of the studied [8]circulenes is characterized by the presence of paratropic ("antiaromatic”) ring currents, whereas the outer macrocycle constructed from the five- and six-membered rings possesses the magnetically-induced diatropic ("aromatic”) ring current. The hydrocarbon [8]circulenes studied in this work consist of a similar planar cyclooctatetraene core but they exhibit a rather different balance of magnetically-induced ring currents. Graphical Abstract Aromaticity of the completely annelated tetraphenylenes Springer-Verlag Berlin Heidelberg, 2015 Antiaromaticity nationallicence Aromaticity nationallicence Gauge-including atomic orbitals nationallicence Hetero[8]circulenes nationallicence NICS indices nationallicence Octatetraene ring nationallicence Tetraphenylenes nationallicence Baryshnikov Gleb Department of Organic Chemistry, Bogdan Khmelnitsky National University, blvd. Shevchenko 81, 18031, Cherkasy, Ukraine aut Karaush Nataliya Department of Organic Chemistry, Bogdan Khmelnitsky National University, blvd. Shevchenko 81, 18031, Cherkasy, Ukraine aut Valiev Rashid Tomsk State University, 36 Lenin Avenue, 634050, Tomsk, Russia aut Minaev Boris Department of Organic Chemistry, Bogdan Khmelnitsky National University, blvd. Shevchenko 81, 18031, Cherkasy, Ukraine aut Journal of Molecular Modeling Springer Berlin Heidelberg 21/6(2015-06-01), 1-9 1610-2940 21:6<1 2015 21 894 https://doi.org/10.1007/s00894-015-2683-4 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00894-015-2683-4 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Baryshnikov Gleb Department of Organic Chemistry, Bogdan Khmelnitsky National University, blvd. Shevchenko 81, 18031, Cherkasy, Ukraine aut NATIONALLICENCE 700 1- Karaush Nataliya Department of Organic Chemistry, Bogdan Khmelnitsky National University, blvd. Shevchenko 81, 18031, Cherkasy, Ukraine aut NATIONALLICENCE 700 1- Valiev Rashid Tomsk State University, 36 Lenin Avenue, 634050, Tomsk, Russia aut NATIONALLICENCE 700 1- Minaev Boris Department of Organic Chemistry, Bogdan Khmelnitsky National University, blvd. Shevchenko 81, 18031, Cherkasy, Ukraine aut NATIONALLICENCE 773 0- Journal of Molecular Modeling Springer Berlin Heidelberg 21/6(2015-06-01), 1-9 1610-2940 21:6<1 2015 21 894