Unprecedented metal-free complete o-phenylene bridged N-4-cyclophanes (M1 and M2) have been synthesized via sequential palladium-catalyzed Buchwald-Hartwig N-arylation reactions. These cyclophanes, considered as aromatic analogues of aliphatic group-spaced N-4-macrocycles, have been fully characterized using physicochemical techniques and X-ray structure determination. Their redox, spectral, and photophysical properties, determined by cyclic voltammetry, UV-vis spectro-electrochemistry, fluorescence spectral studies, and DFT calculations, indicate their potential applications.
Unprecedented types of metal-free complete o-phenylene bridged N-4-cyclophanes (M1 and M2) have been synthesized via sequential palladium-catalyzed Buchwald-Hartwig N-arylation reactions. These cyclophanes may be considered as aromatic analogues of aliphatic group-spaced N-4-macrocycles. These have been characterized fully using physicochemical characterization techniques and finally by single crystal X-ray structure determination. Their redox and spectral properties have been characterized by cyclic voltammetry, UV-vis spectro-electrochemistry, fluorescence spectral studies, and DFT calculations. These studies have shown rich redox, spectral, and photophysical properties that could make both M1 and M2 potential candidates for various applications.
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