Putting aniline radical cations in a bottle

作     者：Senwang Zhang Wenqing Wang Shen Liu Yunxia Sui ZaiChao Zhang Gengwen Tan Qing Sun Xinping Wang 

作者机构：State Key Laboratory of Coordination Chemistry School of Chemistry and Chemical Engineering Collaborative Innovation Center of Advanced Microstructures Nanjing University School of Chemistry and Chemical Engineering Huaiyin Normal University Department of Pharmaceutical Preparation Affiliated Chinese Medicine Hospital of the Southwest Medical University School of Pharmacy Southwest Medical University 

出 版 物：《Science China Chemistry》 (中国科学（化学英文版）)

年 卷 期：2017年第60卷第11期

页      面：1439-1443页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：supported by National Natural Science Foundation of China (21171087) the Natural Science Foundation of Jiangsu Province (BK20140014) 

主　　题：aniline radical cations quinoidal geometry C-N double bond 

摘      要：Salts containing aniline radical cations have been isolated and characterized by electron paramagnetic resonance(EPR)spectroscopy, UV-Vis absorption spectroscopy and single crystal X-ray diffraction. The EPR spectra and theoretical calculations indicate the unpaired electron is delocalized on phenyl rings and nitrogen atoms. Both radical cations feature a quinoidal geometry with a partially double C–N bond, but are distinct in that the C–N bond is coplanar to the phenyl plane in one cation while deviates from the plane in the other due to steric crowding. The work provides the first unequivocal examples of stable aniline radical cations.