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• W2462503262 abstract "Collision-induced dissociation (CID) of protonated N-benzylindoline and its derivatives was investigated by electrospray ionization tandem mass spectrometry (ESI-MS/MS). Elimination of benzene was observed besides hydride transfer and electron transfer reactions. D-labeling experiments and accurate mass determinations of the product ions confirm that the external proton is retained in the fragment ion, and the elimination reaction was proposed to be initiated by benzyl cation transfer rather than proton transfer. Benzyl cation transfer from the nitrogen atom to one of the sp(2)-hybridized carbon atoms in the indoline core is the key step, and subsequent proton transfer reaction leads to the elimination of benzene. Density functional theory (DFT)-based calculations were performed and the computational results also support the benzyl cation/proton transfer mechanism. Figure ᅟ" @default.
• W2462503262 created "2016-07-22" @default.
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• W2462503262 date "2013-01-30" @default.
• W2462503262 modified "2023-09-22" @default.
• W2462503262 title "Elimination of Benzene from Protonated <b><i>N</i></b>-Benzylindoline: Benzyl Cation/Proton Transfer or Direct Proton Transfer?" @default.
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• W2462503262 doi "https://doi.org/10.1007/s13361-012-0561-1" @default.
• W2462503262 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/23361371" @default.
• W2462503262 hasPublicationYear "2013" @default.
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