Chemistry

Unusual Molecule Breaks Aromaticity Rules with Unexpected Triplet Ground State

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This study reports a hexaazaphenanthrene derivative that exhibits an unusual triplet ground state rather than the expected singlet ground state, demonstrating ground-state Baird aromaticity in a neutral organic molecule. Baird aromaticity, typically observed in excited states, occurs when molecules with 4n π-electrons exhibit aromatic stabilization, and this work provides experimental evidence of this phenomenon manifesting in the ground electronic state. The researchers synthesized and characterized this compound, confirming its triplet ground state through various spectroscopic and computational methods.


This discovery challenges conventional understanding of molecular electronic structure and aromaticity rules in organic chemistry. The demonstration of ground-state Baird aromaticity could enable the design of new organic magnetic materials, molecular switches, and optoelectronic devices that exploit molecules with triplet ground states.


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Journal of the American Chemical Society
DOI: 10.1021/jacs.6c05109

Source: [ASAP] Manifestation of Ground-State Baird Aromaticity in a Neutral Hexaazaphenanthrene Derivative with a Topologically Unanticipated Triplet Ground State