Synthesis of Quaternary Salts from 3,3 -Bipyridine and Dibromoalkanes
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چکیده
Shyam K. Singh and Lindsay A. Summers* Department of Chemistry. The University of Newcastle, N.S.W. 2308. Australia Larry A. Hick Department of Chemistry. The University of Wollongong. N.S.W. 2500. Australia Z. Naturforsch. 43b, 778-784 (1988); received November 12. 1987 3,3'-Bipyridinium Quaternary Salts, Fast Atom Bombardment Mass Spectra, Reduction Potentials Reaction of 3,3'-bipyridine with 1,3-dibromopropane, 1,4-dibromobutane, 1.5-dibromopentane, 1,6-dibromohexane. 1,7-dibromoheptane and 1.8-dibromooctane affords the corresponding bridged diquaternary salts, the structures of which were confirmed by fast atom bombardment mass spectrometry. Reaction with 1,2-bromoethane gives instead l.l"-( 1,2-ethanediyl)-bis3.3'-bipyridinium dibromide.
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Synthesis of Quaternary Salts from 2 , 3 ' - B ip y r id in e and Dibromoalkanes
There has been considerable interest in the pro ducts of the reaction of 2 ,2 '-bipyridine with di bromoalkanes. The bridged diquaternary salt (1) from 2 ,2 '-bipyridine and 1 ,2 -dibromoethane is the well-known herbicide diquat dibromide [1]. Similar bridged salts are obtained with 1,3-dibromopropane and 1,4-dibromobutane [2] but reaction of 2,2'-bipyridine with 1,5-dibromopentane gives inst...
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