Metalloceneincorporated Hybrid Singly N‐Methyl N‐Confused Calixphyrins: Synthesis, Characterization, Protonation and Deprotonation Studies.

Rational design and isolation of two hitherto unknown highly stable single conformer of ferrocene incorporated meso‐aryl substituted singly N‐methyl N‐confused‐calixphyrins have been achieved in quantitative yields. The solid‐state crystal structure reveals the obvious trans‐geometry for the meso‐protons with the possibility for both the macrocycles to exist either racemic or enantiomer forms. However, thorough solution‐state spectroscopic characterization strongly concludes the experimental isolation of a single isomer for both the macrocycles. The drastic modification of UV‐vis spectral patterns upon imine pyrrole N protonation and amine pyrrole NH deprotonation of both the calixphyrins could pave way for these macrocycles to act as opto‐electronic materials. The conformational preorganization and protonation and deprotonation induced conformational reorganization have been extensively studied by solution state spectroscopic techniques, solid state X‐ray crystal structure and in depth DFT level theoretical calculations. [ABSTRACT FROM AUTHOR]