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Chemical constitution and activity of bipyridylium herbicides. Part VII. 6‐Substituted derivatives of 6,7‐dihydrodipyrido[1,2‐a:2′,1′‐ c ] pyrazinediium dibromide (diquat) and dipyrido[1.,2‐a:2′,1′‐ c ] pyrazinediium dibromide
Author(s) -
Black A. L.,
Summers L. A.
Publication year - 1971
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.5570080106
Subject(s) - chemistry , diquat , medicinal chemistry , constitution , redox , organic chemistry , law , paraquat , political science
6‐Methyl, 6,6‐dimethyl‐, and 6‐phenyl‐6,7‐dihydrodipyrido[1,2‐ a :2, 1 ‐ c ]pyrazinediium dibro‐mides are reversible one electron transfer systems with similar redox potentials to diquat dibromide. They are respectively about one‐half, one‐fourteenth and one‐fiftieth as active as diquat as post‐emergent herbicides and this finding illustrates the importance of molecular size in determining whether bipyridylium salts have outstanding phytotoxic activity. This conclusion is supported by a study of 6‐methyl‐ and 6‐phenyldipyrido[1,2‐ a :2′,1 ‐ c ]pyrazinediium dibromides.