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The effect of electron donating groups on the stability of thiabenzenes
Author(s) -
Pirelahi Hooshang,
Abdoh Yahya,
Hadjmirsadeghi Faezeh,
Sagherichi Hasan
Publication year - 1976
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570130208
Subject(s) - chemistry , thiopyran , medicinal chemistry , electron , stereochemistry , quantum mechanics , physics
1‐( p ‐Methoxyphenyl)‐2,4,6‐triphenylthiabenzene (X) has been synthesized and shown to be more stable than the 1‐phenyl analog. 1‐Phenyl‐2,4,6‐tri( p ‐methoxyphenyl)thiabenzene (XVI) was not stable enough to be isolated in pure form and rearranged readily to the isomeric 2‐and 4‐thiopyrans. Only the pure 4‐phenyl‐2,4,6‐tri( p ‐methoxyphenyl)thiopyran (XVIII) could be isolated.