A Fully Conjugated Porphyrin-[36]Octaphyrin-Porphyrin Hybrid Tape Exhibiting Möbius Aromaticity.

Akito NakaiTakayuki Tanaka Atsuhiro Osuka

Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2022)

Directly meso-meso linked porphyrin-tetrabromo[36]octaphyrin-porphyrin hybrid trimer 10 was successfully synthesized via acid-catalyzed condensation reaction and subsequent oxidation. Zn II -metalation of 10 induced transannular meso-meso bond formation to give Möbius aromatic bis-Zn II octaphyrin 11, which was oxidized by DDQ/Sc(OTf) 3 to provide fully conjugated porphyrin-[36]octaphyrin-porphyrin hybrid tape 12 as the first example of porphyrin tape exhibiting Möbius aromaticity. Hybrid tape 12 displays significantly red-shifted absorption and small electrochemical HOMO-LUMO gap, indicating the effective conjugation through the whole chromophores.

Keyphrases

photodynamic therapy
electron transfer
metal organic framework
energy transfer
heavy metals
gold nanoparticles
high glucose
endothelial cells
label free
low density lipoprotein