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ESI‐MS Studies on Alcoholysis Mechanism of Electron‐deficient Cyclopropane Derivatives
Author(s) -
CHEN Min,
QIAN Rong,
JIANG HaiYan,
ZHANG Xiang,
ZHOU Jing,
CAO WeiGuo,
GUO YinLong
Publication year - 2008
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200890169
Subject(s) - chemistry , cyclopropane , electrospray ionization , tandem mass spectrometry , protonation , cationic polymerization , methanol , ring (chemistry) , electrospray , mass spectrometry , tandem , medicinal chemistry , stereochemistry , computational chemistry , photochemistry , organic chemistry , ion , chromatography , materials science , composite material
Abstract Electrospray ionization mass spectrometry (ESI‐MS) was utilized to perform monitoring of the intermediates in the reaction of 1,2,3‐trisubstituted electron‐deficient cyclopropane derivatives, cis ‐1‐thien‐2′‐oyl‐2‐( p ‐subustituted phenyl‐6,6‐dimethyl)‐5,7‐dioxaspiro[2.5]‐4,8‐octadiones, with methanol. Key intermediates, either cationic or protonated forms of neutral species, were intercepted and characterized by ESI‐MS and its tandem version (ESI‐MS/MS). Therefore, the mechanism of the ring‐opening process for electron‐deficient cyclopropane derivatives was fully confirmed by the intermediates monitored.