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2,2 prime :4,4 double prime :4 prime ,4 prime double prime -quarterpyridyl: A building block for the preparation of novel redox reagents. 1. Preparation and quaternization

Journal Article · · Journal of Organic Chemistry; (United States)
DOI:https://doi.org/10.1021/jo00294a007· OSTI ID:5915922
;  [1]
  1. City Univ. of New York, Flushing (United States)
An efficient preparation of 2,2{prime}:4,4{double prime}:4{prime},4{prime}{double prime}-quaterpyridyl (qpy) from 4,4{prime}-bipyridine is described, using palladium on charcoal. Conditions are described for the selective methylation of the nitrogen atoms present. This has allowed the preparation of mono- and dimethylquaternary salts that retain an {alpha}-diimine site for complexation to a metal. These quaternary salts can be used to prepare complexes in which metal ions are coordinated to viologen-type ligands. Electrochemical and spectroscopic measurements of the diquaternary salt derived from qpy suggest that it behaves as two separate or weakly interacting monoquat moieties.
OSTI ID:
5915922
Journal Information:
Journal of Organic Chemistry; (United States), Journal Name: Journal of Organic Chemistry; (United States) Vol. 55:7; ISSN JOCEA; ISSN 0022-3263
Country of Publication:
United States
Language:
English