Reactions of 2-hydroxy-5-(1-adamantyl)benzene-1,3-dicarbaldehyde with ethane-1,2-diamine, trans-cyclohexane-1,2-diamine, and N-(2-aminoethyl)ethane-1,2-diamine

Reactions of 2-hydroxy-5-(1-admantyl)benzene-1,3-dicarbaldehyde with ethane-1,2-diamine, transcyclohexane-1,2-diamine, and N-(2-aminoethyl)ethane-1,2-diamine were studied in strongly dilute solution and under conditions of template synthesis in the presence of H₃BO₃. The effects of reaction conditions and initial diamine structure on the cyclocondensation process were determined. Selective [3 + 3]-cyclocondensation of 2-hydroxy-5-(1-admantyl)benzene-1,3-dicarbaldehyde with trans-cyclohexane-1,2-diamine and [2 + 2]-cyclization with N-(2-aminoethyl)ethane-1,2-diamine were performed in chloroform in the presence of H₃BO₃. The first representative of adamantylcalixsalens was synthesized.