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Conformationally Fluxional Pseudo-C2 Symmetric Decaphyrins (1.0.0.0.0.1.0.0.0.0) with Multiple m-Phenylene Subunits
Thondikkal Sulfikarali1, Aathira Edwin1, Gayathri Krishnan1
1Indian Institute of Science Education and Research, Thiruvananthapuram, Kerala 695 551, India.
Abstract:
Multiply m-phenylene-linked decaphyrin-like macrocycles (2 and 3) have been synthesized via Rothemund-Lindsey-type condensation, and their bis-BODIPYs (4 and 5) have been prepared. The single-crystal X-ray structure of 3 unambiguously proved a spectacle-like folded conformation stabilized with two intramolecular N-H···N interactions between imino- and amino-pyrroles. The solution state structure of the free base revealed a pseudo-C2 symmetric structure at 298 K. Upon BF2 complexation, 4 adopts a distorted structure in the solid state with an open-unfolded conformation.
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