Tetrahedron Letters p. 1491 - 1495 (2014)
Update date:2022-08-29
Topics:
De Souza, Juliana M.
De Assis, Francisco F.
Carvalho, Carla M.B.
Cavaleiro, José A.S.
Brocksom, Timothy J.
De Oliveira, Kleber T.
The 1,3-dipolar cycloaddition of meso-tetrakis(pentafluorophenyl)porphyrin and its nickel complex, with the bulky azomethine ylide dipole was studied under mild conditions, and yielded chlorin and isobacteriochlorin derivatives self-prevented from aggregation. The reactions were performed at room temperature or 0 C, and we were able to establish a set of reaction conditions to obtain only the chlorin or the isobacteriochlorin. These compounds were evaluated in solution, and no aggregation was observed at less than 25 mM (~30 mg mL-1) using 1H NMR experiments.
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