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• W2345670462 abstract "Quantum calculations are used to study the manner in which quinones interact with proton-donating molecules. For neutral donors, a stacked geometry is favored over a H-bond structure. The former is stabilized by charge transfers from the N or O lone pairs to the quinone’s π* orbitals. Following the addition of an electron to the quinone, the radical anion forms strong H-bonded complexes with the various donors. The presence of the donor enhances the electron affinity of the quinone. This enhancement is on the order of 15 kcal/mol for neutral donors, but up to as much as 85 kcal/mol for a cationic donor. The increase in electron affinity is larger for electron-rich quinones than for their electron-deficient counterparts, containing halogen substituents. Similar trends are in evidence when the systems are immersed in aqueous solvent." @default.
• W2345670462 created "2016-06-24" @default.
• W2345670462 creator A5045840025 @default.
• W2345670462 creator A5085422555 @default.
• W2345670462 date "2016-05-11" @default.
• W2345670462 modified "2023-09-26" @default.
• W2345670462 title "Enhancing the Reduction Potential of Quinones via Complex Formation" @default.
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• W2345670462 doi "https://doi.org/10.1021/acs.joc.6b00755" @default.
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