Synthesis of Ni^II porphyrin-Ni^II 5,15-diazaporphyrin hybrid tapes.

ABSTRACT: Ni^II porphyrin (P) and Ni^II 5,15-diazaporphyrin (DAP) hybrid tapes were synthesized by Suzuki-Miyaura cross-coupling reactions of meso- or β-borylated P with β-brominated DAP followed by intramolecular oxidative fusion reactions. Meso-β doubly linked hybrid tapes were synthesized by oxidation of singly linked precursors with DDQ-FeCl₃. Synthesis of triply linked hybrid tapes was achieved by oxidation with DDQ-FeCl₃-AgOTf with suppression of peripheral β-chlorination. In these tapes, DAP segments were present as a 20π-electronic unit, but their local antiaromatic contribution was trivial. Remarkably, these hybrid tapes were stable and exhibited extremely enhanced absorption bands in the NIR region and multiple reversible redox waves.

SUBMITTER: Wang L 

PROVIDER: S-EPMC11220591 | biostudies-literature | 2024 Jul

REPOSITORIES: biostudies-literature