Abstract
Novel synthesis of the 1,6-dialkylpyrimido[5,4-e][n](2,4)pyridinophane-5,7(1H,6H)-diones (n = 11, 9, 6) (5,7-polymethylene-substituted 8-alkylpyrido[2,3-d]pyrimidine-2,4(3H,8H)-diones) consists of allowing 3-methyl-6-benzylaminouracil to react with cycloalk-2-enones. Their chemical and electrochemical properties as well as structural characteristics are studied on the basis of their spectroscopic properties, cyclic voltammetry, X-Ray analysis, and theoretical calculations. Deformation of the pyridine ring of a [6](2,4)pyridinophane derivative is observed by X-Ray analysis. Furthermore, isolation of a dihydrogenated [5](2,4)pyridinophane derivative and its unsuccessful dehydrogenation reaction leading to the first example of a [5](2,4)pyridinophane derivative are investigated as well.
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