Synthesis and spectroscopic studies of some quinolylmethylphosphonates

Abstract

Abstract Monoethyl esters of 2‐quinolylmethylphosphonic acid ( 3 ) and 8‐quinolylmethylphosphonic acid ( 6 ) have been prepared. The corresponding diethyl esters 1 and 4 , and sodium salts of monoesters 2 and 5 , respectively, have also been isolated. The properties of the monoethyl esters of 8‐ and 2‐quinolylmethylphosphonic acid are very different. While the former was isolated as the hydrochloride, the latter did not form such a salt. Molecular weight determination indicated a dimeric structure of the monoester 3 , and spectroscopic measurements confirmed the association presumably owing to the hydrogen bonding between the PO and P‐OH groups.