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4) Quinonoid Zwitterions: Synthesis, Coordination Chemistry, Deposition on Surfaces and Electronic Properties

Potentially antiaromatic 12p electron zwitterionic organic quinonoid dyes with unprecedented electronic structure and properties (Chem. Commun. 2002, 208; J. Am. Chem. Soc. 2003, 125, 12246, see C&E News 11/02/2002, p. 26) have led to numerous developments in molecular chemistry and to fruitful collaborations with physicists.

The self-assembly on these zwitterions on various metal surfaces has been studied in collaboration with physicists (J. Phys. Chem. C, 2013, 117, 16406-16415; J. Chem. Phys. 2015, 142, 101921/1-9). Remarquable arrangements are observed that show clear differences between Cu(111), Ag(111) and Au(111) surfaces. Such zwitterionic, highly dipolar molecules may be used for altering the interface dipole screening at the metal electrode interface in organic electronics.