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A Critical Assessment of the Performance of Magnetic and Electronic Indices of Aromaticity
Institut de Química Computacional and Departament de Química, Universitat de Girona, Campus de Montilivi, 17071 Girona, Catalonia, Spain
Institute of Physics, University of Szczecin, 70-451 Szczecin, Poland
* Authors to whom correspondence should be addressed.
Received: 17 February 2010; in revised form: 7 May 2010 / Accepted: 10 June 2010 / Published: 14 June 2010
Abstract: The lack of reference aromatic systems in the realm of inorganic aromatic compounds makes the evaluation of aromaticity in all-metal and semimetal clusters a difficult task. To date, calculation of nucleus-independent chemical shifts (NICS) has been the most widely used method to discuss aromaticity in these systems. In the first part of this work, we briefly review our previous studies, showing some pitfalls of the NICS indicator of aromaticity in organic molecules. Then, we refer to our study on the performance of some aromaticity indices in a series of 15 aromaticity tests, which can be used to analyze the advantages and drawbacks of aromaticity descriptors. It is shown that indices based on the study of electron delocalization are the most accurate among those analyzed in the series of proposed tests, while NICS(1)zz and NICS(0)πzz present the best behavior among NICS indices. In the second part, we discuss the use of NICS and electronic multicenter indices (MCI) in inorganic clusters. In particular, we evaluate the aromaticity of two series of all-metal and semimetal clusters with predictable aromaticity trends by means of NICS and MCI. Results show that the expected trends are generally better reproduced by MCI than NICS. It is concluded that NICS(0)π and NICS(0)πzz are the kind of NICS that perform the best among the different NICS indices analyzed for the studied series of inorganic compounds.
Keywords: Aromaticity; inorganic clusters; DFT calculations; nucleus-independent chemical shifts; multicenter electronic indices
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Solà, M.; Feixas, F.; Jiménez-Halla, J.O.C.; Matito, E.; Poater, J. A Critical Assessment of the Performance of Magnetic and Electronic Indices of Aromaticity. Symmetry 2010, 2, 1156-1179.
Solà M, Feixas F, Jiménez-Halla JOC, Matito E, Poater J. A Critical Assessment of the Performance of Magnetic and Electronic Indices of Aromaticity. Symmetry. 2010; 2(2):1156-1179.
Solà, Miquel; Feixas, Ferran; Jiménez-Halla, J. Oscar C.; Matito, Eduard; Poater, Jordi. 2010. "A Critical Assessment of the Performance of Magnetic and Electronic Indices of Aromaticity." Symmetry 2, no. 2: 1156-1179.