Porphyrin-based systems containing polyaromatic fragments: decoupling the synergistic effects in aromatic-porphyrin-fullerene systems.

ABSTRACT: In this work, we report a two-step synthesis that allows the introduction of four pyrene or corannulene fragments at the para position of meso-tetraarylporphyrins using a microwave-assisted quadruple Suzuki-Miyaura reaction. Placing the PAHs at this position, further from the porphyrin core, avoids the participation of the porphyrin core in binding with fullerenes. The fullerene hosting ability of the four new molecular receptors was investigated by NMR titrations and DFT studies. Despite having two potential binding sites, the pyrene derivatives did not associate with C₆₀ or C₇₀. In contrast, the tetracorannulene derivatives bound C₆₀ and C₇₀, although with modest binding constants. In these novel para-substituted systems, t

SUBMITTER: Ferrero S 

PROVIDER: S-EPMC9056955 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature