287378-36-3Relevant academic research and scientific papers
Synthesis of bis-naphthoporphyrins
Uoyama, Hiroki,Yamada, Hiroko,Okujima, Tetsuo,Uno, Hidemitsu
, p. 515 - 534 (2012)
Ethanonaphthoporphyrins with a halogen atom at the position were prepared by the [3+1] porphyrin synthesis of halogen-substituted ethanobenz[f]isoindole with a tripyrrane derivative. The halogeno porphyrins were converted to the corresponding ethynyl and pinacolatoboronyl compounds by Sonogashira and borylation reactions, respectively. Suzuki, Sonogashira, and Glaser coupling reactions of these ethanonaphthoporphyrins gave bis-porphyrins connected with no atom, acetylene, and butadiyne, respectively. Retro Diels-Alder reaction of these bis-porphyrins brought about the conversion of bicyclo[2.2.2]octadiene (BCOD) to benzene moieties to give bis-naphthoporphyrins, quantitatively.
