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Vergleichende Untersuchung von Reaktivitäten und Ionenstrukturen beim monomolekularen Abbau isomerer Hydroxyzimtsäuremethylester unter Elektronenbeschuss
Author(s) -
Kuster Thomas,
Mändli Hugo,
Robbiani Richard,
Seibl Josef
Publication year - 1978
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19780610311
Subject(s) - chemistry , decarbonylation , cinnamic acid , medicinal chemistry , stereochemistry , organic chemistry , catalysis
Comparative investigation of reactivities and ion structures upon electron impact induced degradations of the isomeric hydroxy cinnamic acid methyl esters By analysis of energy release data in metastable peaks it is shown that m ‐ and p ‐hydroxy cinnamic acid methylesters retain specific structural features upon degradation under electron impact, although their spectra are very similar and the shapes of the metastable peaks due to the initial methoxy cleavage are identical. A pronounced charge radical localization in the molecular ion is indicated. The o ‐isomer is found to yield a coumarin type structure by elimination of methanol, whose further degradation by decarbonylation involves at least three different mechanisms. The resulting ion structures are different from benzofuran.

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