How does excited-state antiaromaticity affect the acidity strengths of photoacids?
How does excited-state antiaromaticity affect the acidity strengths of photoacids?
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激发态反芳香性如何影响光酸的酸性强度？
DOI：
10.1039/d0cc02952a
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发表时间：
2020
影响因子：
4.9
通讯作者：
Wu, Judy I-Chia
中科院分区：
文献类型：
--
作者：
Wen, Zhili;Karas, Lucas José;Wu, Chia-Hua;Wu, Judy I-Chia
光酸如取代的萘（X = OH、NH3+、COOH）在S0状态下是芳族的，在S1状态下是反芳族的。核独立的化学位移分析表明，去质子化解除antiaromaticity在兴奋的共轭碱，和程度的“antiaromaticity救济”解释了为什么一些光酸比别人强。
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.