Photoacids like substituted naphthalenes (X = OH, NH3+, COOH) are aromatic in the S0 state and antiaromatic in the S1 state. Nucleus independent chemical shifts analyses reveal that deprotonation relieves antiaromaticity in the excited conjugate base, and that the degree of "antiaromaticity relief" explains why some photoacids are stronger than others.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7390693 | PMC |
http://dx.doi.org/10.1039/d0cc02952a | DOI Listing |
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