1992
DOI: 10.1002/jhet.5570290120
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Synthesis of selenobispyridines

Abstract: 2,3′‐Selenobispyridine, 2,4′‐selenobispyridine, 3,3′‐selenobispyridine and 3,4′‐selenobispyridine have been synthesised.

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Cited by 13 publications
(2 citation statements)
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“…The protonated 3′‐pyridyl rings of the 2,3′‐chalcogenobispyridines cannot interact mesomerically with the bridging atom. Subsequently, the 2‐pyridyl ring tends to lie coplanar with the C‐X‐C plane, due to lack of competition, as indicated by our earlier conformational studies [6]. The resultant delocalisation of cationic charge from the primary ring onto the bridgehead dramatically increases the base strength of that ring.…”
Section: Resultsmentioning
confidence: 88%
“…The protonated 3′‐pyridyl rings of the 2,3′‐chalcogenobispyridines cannot interact mesomerically with the bridging atom. Subsequently, the 2‐pyridyl ring tends to lie coplanar with the C‐X‐C plane, due to lack of competition, as indicated by our earlier conformational studies [6]. The resultant delocalisation of cationic charge from the primary ring onto the bridgehead dramatically increases the base strength of that ring.…”
Section: Resultsmentioning
confidence: 88%
“…3,3'-Dipyridyl Diselenide. 3,3'-Dipyridyl diselenide was prepared by the method of Dunne et al 33 3-Selenocyanatopyridine (5 g, 27 mmoles) and hypophosphorous acid (50%, 60 cm3) were warmed on a water bath. The pH of the solution was adjusted to -8 using concentrated aqueous sodium hydroxide and then extracted with chloroform (3 X 100 cm3).…”
Section: Methodsmentioning
confidence: 99%