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• W1941167957 abstract "Self‐assembling building blocks like the 4‐pyridone can exhibit extraordinary H‐bond‐aromaticity coupling effects. Computed dissected nucleus independent chemical shifts (NICS(1) zz ), natural bond orbital (NBO) charges, and energy decomposition analyses (EDA) for a series of hydrogen (H‐) bonded 4‐pyridone chains (4‐py) n (n = 2 to 8) reveal that H‐bonding interactions can polarize the 4‐pyridone exocyclic C=O bonds and increase 4n+2 π‐electron delocalization in the six‐membered ring. The resulting H‐bonded 4‐pyridone units display enhanced π‐aromatic character (both magnetically and energetically) and their corresponding NH···OC interactions are strengthened. These π‐electron polarization effects do not depend on the relative orientations (co‐planar or perpendicular) of the neighboring 4‐pyridone units, but increase with the number of H‐bonded units. © 2015 Wiley Periodicals, Inc." @default.
• W1941167957 created "2016-06-24" @default.
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• W1941167957 date "2015-06-23" @default.
• W1941167957 modified "2023-09-30" @default.
• W1941167957 title "Hydrogen bond-aromaticity cooperativity in self-assembling 4-pyridone chains" @default.
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• W1941167957 doi "https://doi.org/10.1002/jcc.23976" @default.
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