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Aromaticity and Extrusion of Benzenoids Linked to [o-COSAN]−: Clar Has the Answer
07 June 2022

Clar has the answer! Clar's π-sextets justify the reason why the linked system of [o-COSAN] and benzenoid drives to extrusion in the case of naphthalene or anthracene, but not for benzene, pyrene or perylene. Benzene and pyrene can be synthetically linked to [o-COSAN] keeping their aromaticity. In contrast, naphthalene and anthracene are extruded in the same reaction. We have proven that extrusion is only favorable if the number of Clar's π-sextets remains constant. Thus, Clar has the answer to whether an attached polycyclic aromatic hydrocarbon to [o-COSAN] is extruded or not.

Clar has the answer! Clar's π-sextets justify the reason why the linked system of [o-COSAN] and benzenoid drives to extrusion in the case of naphthalene or anthracene, but not for benzene, pyrene or perylene. Benzene and pyrene can be synthetically linked to [o-COSAN] keeping their aromaticity. In contrast, naphthalene and anthracene are extruded in the same reaction. We have proven that extrusion is only favorable if the number of Clar's π-sextets remains constant. Thus, Clar has the answer to whether an attached polycyclic aromatic hydrocarbon to [o-COSAN] is extruded or not.

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Bioactive materials for therapy and diagnosis

Aromaticity and Extrusion of Benzenoids Linked to [o-COSAN]−: Clar Has the Answer


Prof. Dr. Jordi Poater, Prof. Dr. Clara Viñas, Dr. David Olid, Prof. Dr. Miquel Solà, Prof. Dr. Francesc Teixidor

Angew. Chem.Int. Ed. 2022, 61, e202200672
DOI: https://doi.org/10.1002/anie.202200672