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Spectroscopic Studies of 1‐Aryl‐2,2‐Dichlorocyclopropanes
Author(s) -
Lin ShawTao,
Yao YiFen
Publication year - 1992
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199200071
Subject(s) - chemistry , fragmentation (computing) , substituent , cyclopropane , aryl , electron ionization , mass spectrum , ring (chemistry) , polyatomic ion , carbon 13 nmr , mass spectrometry , chlorine , computational chemistry , ion , medicinal chemistry , stereochemistry , organic chemistry , alkyl , chromatography , computer science , ionization , operating system
Seventeen 1‐aryl‐2,2‐dichlorocyclopropanes were examined by using IR, 13 C NMR, and mass spectrometry. The data obtained from IR and 13 C NMR spectra indicate that the bond strength of carbon‐chlorine on the cyclopropane ring and the electron density of that carbon depend on the substituent. The mass fragmentation patterns of compounds in this series resemble those of the dibromo analogues. The fragmentation mechanism is proposed to involve the formation of indenium ion through an electrocyclization.