Details

Autor(en) / Beteiligte

• Zheng, Yonghao
• Miao, Mao-sheng
• Zhang, Yuan
• Nguyen, Thuc-Quyen
• Wudl, Fred

Titel

Striking Effect of Intra- versus Intermolecular Hydrogen Bonding on Zwitterions: Physical and Electronic Properties

Ist Teil von

• Journal of the American Chemical Society, 2014-08, Vol.136 (33), p.11614-11617

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2014

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• 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 cm2 V–1 s–1 while the twisted zwitterion is a high resistivity insulator.