A pyrrolylmethylene appended corrorin was synthesized and coordinated with [Rh(CO)Cl] to afford with unique Rh-η-CC bonding in addition to the coordination of the dipyrrin-like unit and a carbonyl ligand. Further oxidation of afforded , exhibiting a hydrocorrorinone core, and it can be further transformed into pyrrolo[3,2-]pyridine incorporated hemiporphycene analogue upon treatment with HOAc. The side chain modifies the reactivity of corrorin and effectively tunes the NIR absorption of the resulting porphyrinoids.
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Pyrrolylmethylene Appended Corrorin: Peripheral Coordination and Transformation to Pyridyl Incorporated Hemiporphycene Analogue.
Org Lett
March 2023
Key Laboratory for Advanced Materials, Frontiers Science Center for Materiobiology and Dynamic Chemistry, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China.
A pyrrolylmethylene appended corrorin was synthesized and coordinated with [Rh(CO)Cl] to afford with unique Rh-η-CC bonding in addition to the coordination of the dipyrrin-like unit and a carbonyl ligand. Further oxidation of afforded , exhibiting a hydrocorrorinone core, and it can be further transformed into pyrrolo[3,2-]pyridine incorporated hemiporphycene analogue upon treatment with HOAc. The side chain modifies the reactivity of corrorin and effectively tunes the NIR absorption of the resulting porphyrinoids.
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