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paper

Excited-state proton transfer relieves antiaromaticity in molecules.

📄 Paper Details
Excited-state proton transfer relieves antiaromaticity in molecules.
["Wu C", "Karas L", "Ottosson H", "Wu J"]
Proceedings of the National Academy of Sciences of the United States of America PubMed DOI
Abstract

Baird's rule explains why and when excited-state proton transfer (ESPT) reactions happen in organic compounds. Bifunctional compounds that are [4n + 2] π-aromatic in the ground state, become [4n + 2] π-antiaromatic in the first 1ππ* states, and proton transfer (either inter- or intramolecularly) helps relieve excited-state antiaromaticity. Computed nucleus-independent chemical shifts (NICS) for several ESPT examples (including excited-state intramolecular proton transfers (ESIPT), biprotonic tra...

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