THE INFLUENCE OF AZA-SUBSTITUTION ON THE AROMATICITY OF SUMANENE
DOI:
https://doi.org/10.24193/subbchem.2017.4.09Keywords:
sumanene, fullerene, aromaticity, aza-substitutionAbstract
The influence of aza-substitution on sumanene and C52 fullerene was investigated. Various substitution patterns, derived for the structures of pyrrole, indolizine and pyridine have been proposed and aromaticity indices like HOMA, NICS, delocalization indices PDI and FLU were considered, at B3LYP/6-311+G(d) level of theory. The results outlined an enhanced aromatic character for the sumanene derivatives where similar aza-substitution patterns as encountered in pyrrole and indolizine have been considered.
References
G.K. Gueorguiev, J. Neidhardt, S. Stafstrom, L. Hultman, Chemical Physics Letters., 2005, 410, 228.
T. N. Gribanova, N.S. Zefirov, V. I. Minkin, Pure and Applied Chemistry., 2010, 82(4), 1011.
R.B. dos Santos, R. Rivelino, F. de Brito Mota, G.K. Gueorguiev, Physical Review B, 2011, 84, 075417.
P.A. Denis, Journal of Molecular Structure: THEOCHEM, 2008, 865, 8.
L. Forro, L. Mihaly, Reports on Progress in Physics, 2001, 64, 649.
H. Bai, W. Ji, X. Liu, L. Wang, N. Yuan, Y. Ji, Journal of Chemistry, 2013, 571709.
P. Ayala, R. Arenal, M. Rummeli, A. Rubio, T. Pichler, Carbon, 2010, 48, 575.
A. Rockenbauer, G. Csany, F. Fulop, S. Garaj, L. Korecz, R. Lukacs, F. Simon, L. Forro, S. Pekker, A. Janossy, Physical Review Letters, 2005, 94, 066603.
S. Erkoc, Journal of Molecular Structure: THEOCHEM, 2004, 684, 117.
R.J.C. Batista, M.S.C. Mazzoni, H. Chacham, Chemical Physics Letters, 2006, 421, 246.
L. Viani, M. C. dos Santos, Solid State Communications. 2006, 138, 498.
M.Z. Kassaee, F. Buazar, M. Koohi, Journal of Molecular Structure: THEOCHEM, 2010, 940, 19.
A.-R. Nekoei, S. Haghgoo, Computational and Theoretical Chemistry, 2015, 1067, 148.
Y. Ma, A.S. Foster, A.V. Krasheninnikov, R.M. Nieminen, Physical Review B, 2005, 72, 205416.
K.P. Prathish, M.M. Barsan, D. Geng, X. Sun, C.M.A. Brett, Electrochimica Acta, 2013, 114, 533.
P. Nath, S. Chowdhury, D. Sanyal, D. Jana, Carbon, 2014, 73, 275.
R. Pop, M. Medeleanu, M.V. Diudea, B. Szefler, J. Cioslowski, Central European Journal of Chemistry, 2014, 12(1), 90.
R. Pop, M. Medeleanu, M.V. Diudea, B. Szefler, J. Cioslowski, Central European Journal of Chemistry, 2013, 11(4), 527.
R. Pop, M. Andoni, Iulia Pausescu, Mihai Medeleanu, Revista de Chimie, 2013, 64(9), 942.
R. Pop, J. Van Staden, M. Diudea, Z. Naturforschung A, 2015, 70(3), 171.
R. Pop, M. Diudea, M. Medeleanu, M. Andoni, Studia Universitatis Babes-Bolyai Chemia, 2015, 60(1), 195.
R. Pop, M. Andoni, J. Van Staden, I. Păuşescu, M. Medeleanu, Digest Journal of Nanomaterials and Biostructures, 2013, 8(4), 1739.
T. Lu, F.J. Chen, Journal of Computational Chemistry, 2012, 33, 580.
Gaussian 09, Revision B.01, M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery, Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, and D.J. Fox, Gaussian, Inc., Wallingford CT, 2010.
G. Te Velde, F.M. Bickelhaupt, E.J. Baerends, C. Fonseca Guerra, S.J.A. van Gisbergen, J.G. Snijders and T. Ziegler, Journal of Computational Chemistry, 2001, 22, 931.
C. Fonseca Guerra, J.G. Snijders, G. Te Velde, E.J. Baerends, Theoretical Chemistry Accounts, 1998, 99, 391.
ADF2014, SCM, Theoretical Chemistry, Vrije Universiteit, Amsterdam, The Netherlands, http://www.scm.com.
S.J.A. van Gisbergen, J.G. Snijders, E.J. Baerends, Journal of Chemical Physics, 1995, 103, 9347.
S.J.A. van Gisbergen, J.G. Snijders, E.J. Baerends, Computer Physics Communications. 1999, 118, 119.
S.J.A. van Gisbergen, J.G. Snijders, E.J. Baerends, Journal of Chemical Physics, 1998, 109, 10644.
S.J.A. van Gisbergen, J.G. Snijders, E.J. Baerends, Physical Review Letters, 1997, 78, 3097.
M. Krykunov, J. Autschbach, Journal of Chemical Physics, 2007, 126, 24101.
A.V. Marenich, S.V. Jerome, C.J. Cramer, D.G. Truhlar, Journal of Chemical Theory and Computation, 2012, 8, 527.
G. Te Velde, Numerical integration and other methodological aspects of band structure calculations, in Chemistry. 1990, Vrije Universiteit: Amsterdam.
C. Fonseca Guerra, J.-W. Handgraaf, E. J. Baerends, F. M. Bickelhaupt, Journal of Computational Chemistry, 2004, 25, 189.
E. van Lenthe, E.J. Baerends, Journal of Computational Chemistry, 2003, 24, 1142.
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