title: Decarboxylative Coupling Reaction in ESI(-)-MS/MS of 4-Nitrobenzyl 4-Hydroxybenzoates: Triplet Ion-Neutral Complex-Mediated 4-Nitrobenzyl Transfer.
abstract: In negative electrospray ionization mass spectrometry of 4-nitrobenzyl 4-hydroxybenzoates, a decarboxylation reaction, which was significantly promoted by the presence of a nitro group on the benzyl group, competed with radical elimination reactions. Density functional theory calculations indicated that decarboxylation of deprotonated 4-nitrobenzyl vanillate occurred via a radical route involving homolytic cleavage of the Cbenzyl-O bond to give a triplet ion-neutral complex, followed by decarboxylative coupling.
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology, Hangzhou Normal University, Hangzhou, 311121, China.|College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, China.
authors.forename: Xiaoping
authors.initials: X
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology, Hangzhou Normal University, Hangzhou, 311121, China.
authors.forename: Xingfeng
authors.initials: X
authors.lastname: Bai
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology, Hangzhou Normal University, Hangzhou, 311121, China.
authors.forename: Liwen
authors.initials: L
authors.lastname: Fang
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology, Hangzhou Normal University, Hangzhou, 311121, China. jiangkezhi@hznu.edu.cn.
authors.forename: Kezhi
authors.initials: K
authors.lastname: Jiang
authors.affiliation: College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, China. lzg@zju.edu.cn.
authors.forename: Zuguang
authors.initials: Z
authors.lastname: Li
keywords: Decarboxylative coupling; MS/MS; Nitrobenzyl transfer; Nitrobenzyl vanillates; Triplet ion-neutral complex