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Fragmentation Mechanism of Trans—α—Aryl—β—enamino Esters
引用本文:蔺楠 王剑波 等. Fragmentation Mechanism of Trans—α—Aryl—β—enamino Esters[J]. 中国化学, 2002, 20(8): 789-794. DOI: 10.1002/cjoc.20020200815
作者姓名:蔺楠 王剑波 等
作者单位:CollegeofChemistryandMolecularEngineering,PekingUniversity,Beijing100871,China
基金项目:ProjectsupportedbytheNationalNaturalScienceFoundationofChina (Nos.2 9972 0 0 2and 2 0 0 75 0 0 2 ) .
摘    要:Electron impact-induced fragmentation mechanism of Trans-α-Aryl-β-enamino esters were investigated using mass-analyzed ion kinetic energy (MIKE) spectrometry and high resolution accurate mass data It was found that the main characteristic fragmentations of compounds studied were:an odd electron ion M^ -EtOH was formed by losing a neutral molecule of ethanol;and the skeletal rearrangements took place;and the ring opening reaction happened after losing a carbon monoxide;and the typical McLafferty rearrangement underwent in ester group.The cycliztion reation caused by losing neutral molecule of TsNH2 due to the ortho-effects of substituted group of gromatic ring was also observed.

关 键 词:反-α-芳基-β-内氨基酯 合成 结构 MIKFS 反应机理

Fragmentation Mechanism of Trans‐α‐Aryl‐β‐enamino Esters
Nan Jiang,Jian‐Bo Wang,Md‐Yu He. Fragmentation Mechanism of Trans‐α‐Aryl‐β‐enamino Esters[J]. Chinese Journal of Chemistry, 2002, 20(8): 789-794. DOI: 10.1002/cjoc.20020200815
Authors:Nan Jiang  Jian‐Bo Wang  Md‐Yu He
Abstract:Electron impact‐induced fragmentation mechanisms of trans‐α‐aryl‐β‐enamino esters were investigated using mass‐analyzed ion kinetic energy (MIKE) spectrometry and high resolution accurate mass data. It was found that the main characteristic fragmentations of compounds studied were: an odd electron ion M+ ‐ EtOH was formed by losing a neutral molecule of ethanol; and the skeletal rearrangements took place; and the ring opening reaction happened after losing a carbon monoxide; and the typical McLafferty rearrangement underwent in ester group. The cyclization reaction caused by losing neutral molecule of TsNH2 due to the ortho‐effects of substituted group of aromatic ring was also observed.
Keywords:α‐aryl‐β‐enamino esters  mechanism  MIKES  skeletal rearrangement  cyclization reaction
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