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Synthescs and some reactions of N,N '‐diamino‐2,2′‐ and −4,4′‐bipyridinium salts
Author(s) -
Tamura Yasumitsu,
Miki Yasuyoshi,
Ideda Masazumi
Publication year - 1973
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.5570100404
Subject(s) - chemistry , adduct , betaine , medicinal chemistry , cycloaddition , derivative (finance) , organic chemistry , catalysis , financial economics , economics
The syntheses and some reaetions of N,N '‐diamino‐2,2′‐ and 4,4′‐bipyridinium salts (IV, V and VI) are described. These compounds are prepared by the reaction of bipyridyls (I‐III) with O ‐mesitylenesulfonylhydroxylamine in moderate to good yields. Compounds IV and VI were found to give the N,N '‐diacyl derivatives by the reaction with acyl chlorides and to undergo 1,.3‐dipolar cycloaddition reaction with an acetylenic compound to give 1:2 adducts. Photo‐irradiation of N,N '‐dibenzoylimino‐2,2′‐bipyridinium betaine (IX) isomerizes to a mono diazepine derivative (XVI).