Gas-phase Cα=Cβ Double Bond Cleavage in the Dissociation of Protonated 2-benzylidene-cyclopentanones

• 作 者: ShanshanShen[1]YunfengChai[2]LingziDai[1]ChangLi[2]YuanjiangPan[1]
• 机 构: Department of Chemistry,Zhejiang University,Hangzhou 310027
• 出 处: 中国化学会第十九届全国有机分析及生物分析学术研讨会
• 发表日期: 2017年期

　　Among gas-phase dissociation reactions,double bond cleavage reaction appears to happen extremely rare,especially in the case of C=C double bond.In the dissociation reaction of protonated 2-benzylidenecyclopentanones in tandem mass spectrometry,the formation of benzyl cations was observed,resulting from the cleavage of C double bonds.A combined experimental and theoretical investigation on intramolecular hydrogen transfers was carried out to illustrate the mechanisms,which indicated that intramolecular proton-transport catalysis played a vital role in the reaction.