Negative charge induced dissociation: fragmentation of deprotonated N‐benzylidene‐2‐hydroxylanilines in electrospray ionization mass spectrometry |
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Authors: | Lei Yue Wanghui Wei Qiankun Dang Chuanfan Ding Yuanjiang Pan |
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Institution: | 1. Department of Chemistry, Zhejiang University, , Hangzhou, 310027 China;2. Department of Chemistry, Fudan University, , Shanghai, 200433 China |
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Abstract: | Unimolecular reactivities of different N‐benzylidene‐2‐hydroxylaniline anions were investigated in gas phase by electrospray ionization tandem mass spectrometry. All the collision‐induced dissociation spectra of N‐benzylidene‐2‐hydroxylaniline anions show similar ions at phenyl anions, neutral loss of benzonitrile and benzoxazole anions, respectively. The possible fragmentation pathway was probed through deuterium labeling and various group substituents experiments. Computational results were applied to shed light on the mechanism of fragmentation patterns. The proton in the CH=N is reactive in the formation of the concerned ions. Its direct transfer to the oxygen results in 2‐hydroxyphenyl anion. Proton abstraction between benzoxazole and phenyl anion leads to the formation of benzene and benzoxazole anion. Copyright © 2014 John Wiley & Sons, Ltd. |
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Keywords: | CID negative ions Schiff base N‐benzylidene‐2‐hydroxylanilines ion/molecule reaction |
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