Polyaza cavity shaped molecules. 5. Annelated derivatives of 2, 2'-bipyridine

…, F Lefoulon, R Mahadevan

Index: Thummel, Randolph P.; Lefoulon, Francois; Mahadevan, Ramanathan Journal of Organic Chemistry, 1985 , vol. 50, # 20 p. 3824 - 3828

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Citation Number: 75

Abstract

Friedlander condensation of 0-aminoacrolein with a-oxo-2, 3-cycloalkenopyridines or thermolysis of the 0-allyloximes derived from these ketones leads to the formation of 3, 3'- bridged-2, 2'-bipyridines 2a-d. Reaction of 2a-d with 1, 2-dibromoethane gives rise to the corresponding 1, 1'; 3, 3'-doubly bridged diquaternary salts. The NMR spectra of the dimethylene-and trimethylene-bridged compounds are consistent with structures which ...