meso-Tetrakis(3,5-dihydroxyphenyl)N-confused porphyrin: influence of polar protic and aprotic solvents in tautomeric existence, exchange and morphology

A hitherto unknown meso-tetrakis(3,5-dihydroxyphenyl)N-confused porphyrin (NCPH) was synthesized and characterized. The typical 3H and 2H tautomeric existence of the N-confused derivative was controlled exclusively by protic and aprotic solvents rather than the established polar and non-polar driving forces. An unprecedented morphological change controlled by two tautomeric forms of NCPH during aggregation was investigated.