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. 2019 Jan 11;10:142. doi: 10.1038/s41467-018-08010-2

Fig. 5.

Fig. 5

Mechanistic investigation of the reactions between 1,4-DNIms and amines. a 1,4-DNIm 1a reacts with 15N-labeled aniline to produce (1e). The CCDC reference number of compound 1e is 1876959. HRMS (ESI) analysis of product (1e): m/z calcd. for C9H8N215NO2 [M + H]+ 191.0587, found 191.0577; m/z calcd. for C9H7N215NNaO2 [M + Na]+ 213.0406, found 213.0400. b 2-isopropylaninline reacts with 2-methyl-1,4-DNIm 2d. HRMS (ESI) analysis of intermediate (1g): m/z calcd. for C13H17N5NaO4 [M + Na]+ 330.1178, found 330.1172; c UV–Vis characterization of products 1f and 1g