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E-Stilbene-Imprinted Cyclic Diphyrin and Its BIII Complex
Rampal Vishwakarma1, Daniel Blasco2, Dage Sundholm3
1School of Chemical Sciences, National Institute of Science Education and Research (NISER), An OCC of Homi Bhabha National Institute, Bhubaneswar, Odisha 752050, India.
Abstract:
Aromaticity in macrocyclic systems arises from the delicate balance of global and local π conjugation. We report a hitherto elusive E-stilbene-imprinted cyclic diphyrin incorporating bis-ortho-phenylene units, enabling four distinct conjugation pathways. The ethylene twist disrupts global conjugation while preserving local aromaticity, introducing a new class of contracted porphyrinoid and inducing non-aromaticity. Complexation with BIII ions generates asymmetric ring formation within the cavity, transforming non-emissive diphyrin into emissive in solution.
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Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...
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