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EVERYDAY ANALOGIES TO UNDERSTAND THE CONCEPT OF

AROMATICITY

Sílvia Simon, Jordi Poater, Miquel Duran, and Miquel Solà

-Institut de Química Computaciona i Catàlisis, Universitat de Girona -Càtedra de Cultura Científica i Comunicació Digital -Departament de Química Inorgànica i Orgànica and IQTCUB, Universitat de Barcelona - ICREA

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Garcia-Borràs, M., Osuna, S., Swart, M., Luis, J. M. and Solà, M. (2013), Maximum Aromaticity as a Guiding Principle for the Most Suitable Hosting Cages in Endohedral Metallofullerenes. Angew. Chem. Int. Ed., 52: 9275–9278. doi:10.1002/anie.201303636

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What is Aromaticity?

Bond?

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Afegir una imatge de la densitat tallada 2D … que no trobo fàcilment .. buscar.

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But, are all molecules with electrons in a ring aromatic?

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4n+2 Hückel’s rule

4n+2 Hückel’s rule strictly holds for monocyclic systems like benzene and

cyclooctatetraene (annulenes with planar symmetry)

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But, what about a non-planar molecules?

TOPOLOGY

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Stępień, M.; Szyszko, B.; Latos-Grażyński, L. J. Am. Chem. Soc. 2010, 132, 3140–3152

4n+2 4n 4n+2

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Conclusions

ü  Everyday Analogies

ü Helped by some “fancy” tool

ü Need to be seen, touched, …

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THANK YOU FOR YOUR ATTENTION