Striking Effect of Intra- versus Intermolecular Hydrogen Bonding on Zwitterions: Physical and Electronic Properties
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- 作者：Yonghao Zheng ; Mao-sheng Miao ; Yuan Zhang ; Thuc-Quyen Nguyen ; Fred Wudl
- 刊名：Journal of the American Chemical Society
- 出版年：2014
- 出版时间：August 20, 2014
- 年：2014
- 卷：136
- 期：33
- 页码：11614-11617
- 全文大小：263K
- ISSN：1520-5126
文摘
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 蟺鈥撓€ interactions. In contrast, BIT-(NHexyl)2 is a twisted molecule with a dihedral angle of 78掳 between the charged planes. In charge transport studies, thin films of the flat zwitterion show semiconducting properties, with a hole mobility of 2.1 脳 10鈥? cm2 V鈥? s鈥? while the twisted zwitterion is a high resistivity insulator.