Symmetry 2010, 2(3), 1390-1400; doi:10.3390/sym2031390
Article

How to Find the Fries Structures for Benzenoid Hydrocarbons

1 Institute of Biochemistry and Biophysics, Polish Academy of Science, Pawińskiego 5a, 02-106 Warsaw, Poland 2 Faculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland
* Author to whom correspondence should be addressed.
Received: 3 February 2010; in revised form: 4 June 2010 / Accepted: 28 June 2010 / Published: 6 July 2010
(This article belongs to the Special Issue Aromaticity and Molecular Symmetry)
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Abstract: An efficient algorithm leading to the Fries canonical structure is presented for benzenoid hydrocarbons. This is a purely topological approach, which is based on adjacency matrices and the Hadamard procedure of matrix multiplication. The idea is presented for naphthalene, as an example. The Fries canonical-structures are also derived for anthracene, coronene, triphenylene, phenanthrene, benz[a]pyrene, and one large benzenoid system. The Fries concept can be convenient for obtaining Clar structures with the maximum number of sextets, which in turn effectively represent π-electron (de)localization in benzenoid hydrocarbons.
Keywords: aromaticity; benzenoid hydrocarbons; graph topology; fries structure

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MDPI and ACS Style

Ciesielski, A.; Krygowski, T.M.; Cyrański, M.K. How to Find the Fries Structures for Benzenoid Hydrocarbons. Symmetry 2010, 2, 1390-1400.

AMA Style

Ciesielski A, Krygowski TM, Cyrański MK. How to Find the Fries Structures for Benzenoid Hydrocarbons. Symmetry. 2010; 2(3):1390-1400.

Chicago/Turabian Style

Ciesielski, Arkadiusz; Krygowski, Tadeusz M.; Cyrański, Michał K. 2010. "How to Find the Fries Structures for Benzenoid Hydrocarbons." Symmetry 2, no. 3: 1390-1400.

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