How does excited-state antiaromaticity affect the acidity strengths of photoacids?
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ABSTRACT:
SUBMITTER: Wen Z
PROVIDER: S-EPMC7390693 | biostudies-literature | 2020 Jul
REPOSITORIES: biostudies-literature
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How does excited-state antiaromaticity affect the acidity strengths of photoacids?
Wen Zhili Z Karas Lucas José LJ Wu Chia-Hua CH Wu Judy I-Chia JI
Chemical communications (Cambridge, England) 20200701 60
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. ...[more]
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