title: Striking effect of intra- versus intermolecular hydrogen bonding on zwitterions: physical and electronic properties.
abstract: We report the synthesis, characterization, and application of novel zwitterions. The zwitterionic structures consist of a positively charged cyanine and negatively charged dienolate moieties, confirmed by experimental observations and theoretical calculations. Single crystal X-ray studies revealed that BIT-(NPh)2 is a coplanar molecule that forms 1-D chains via π-π interactions. In contrast, BIT-(NHexyl)2 is a twisted molecule with a dihedral angle of 78° between the charged planes. In charge transport studies, thin films of the flat zwitterion show semiconducting properties, with a hole mobility of 2.1 × 10(-4) cm(2) V(-1) s(-1) while the twisted zwitterion is a high resistivity insulator.
authors.affiliation: California NanoSystems Institute and Materials Department, University of California , Santa Barbara, California 93106, United States.
authors.forename: Yonghao
authors.initials: Y
authors.lastname: Zheng
authors.forename: Mao-sheng
authors.initials: MS
authors.lastname: Miao
authors.forename: Yuan
authors.initials: Y
authors.lastname: Zhang
authors.forename: Thuc-Quyen
authors.initials: TQ
authors.lastname: Nguyen
authors.forename: Fred
authors.initials: F
authors.lastname: Wudl