The Emergent Intramolecular Hydrogen Bonding Effect on the Electronic Structures of Organic Electron Acceptors
T. Takeda, Y. Suzuki, J. Kawamata, S. Noro, T. Nakamura, T. Akutagawa
Phys. Chem. Chem. Phys., 2017, 19, 23905-23909.
DOI: 10.1039/C7CP04402J

Abstruct: A new strategy for controlling the electron-accepting ability of an anthraquinone (AQ)-based π-molecular system is proposed to take advantage of intramolecular hydrogen bonding interactions. The electron-accepting properties of AQ are enhanced by the introduction of bulky arylsulfonamide groups into AQ derivatives due to the formation of effective intramolecular N–H⋯O hydrogen bonding interaction and stabilization of the anion radical state even in solution.