Reactions of Mn(III) quadridentate Schiff base compounds with TCNQ anion to form unusual TCNQ derivatives by alcoholysis

The reactions of Mn(III) quadridentate Schiff base. compounds, [Mn(saltmen)(H2O)]ClO4 (1; saltmen(2-) = N, N'-(1, 1, 2, 2-tetramethylethylene)bis(salicylideneiminato)) and [Mn(naphtmen)(H2O)]ClO4 (2; naphtmen(2-) = N, N'-(1, 1, 2, 2-tetramethylethylene)bis(naphthylideneiminato)), with LiTCNQ gave three type compounds according to reaction conditions: [Mn(saltmen)(H2O)](TCNQ) (3), [Mn(saltmen)(MeOH)(TCNQ-OMe)] (4, TCNQ-OMe- = p-(alpha,alpha-dicyano-alpha-methoxytolyl)dicyanomethide), and [Mn(naphtmen)(MeOH)(TCNQA-OMe)] (5, TCNQA-OMe- p-(alpha-cyano-alpha-methoxy-alpha-methylamidetolyl)dicyanomethide). Compounds 3 and 4 are distinguishable according to synthetic condition either anaerobic or not. Compound 5 is synthesized in aerobic condition as well as 4. For 4 and 5, unusual addition reactions on the anionic TCNQ molecule occur to form (TCNQ-OMe)(-) for 4 and (TCNQA-OMe)(-) for 5.