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Title: How does excited-state antiaromaticity affect the acidity strengths of photoacids?
Photoacids like substituted naphthalenes (X = OH, NH 3 + , COOH) are aromatic in the S 0 state and antiaromatic in the S 1 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 » « less
Award ID(s):
1751370
PAR ID:
10213902
Author(s) / Creator(s):
; ; ;
Date Published:
Journal Name:
Chemical Communications
Volume:
56
Issue:
60
ISSN:
1359-7345
Page Range / eLocation ID:
8380 to 8383
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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