Pyrrolylmethylene Appended Corrorin: Peripheral Coordination and Transformation to Pyridyl Incorporated Hemiporphycene AnalogueShow others and affiliations
2023 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 25, no 10, p. 1793-1798Article in journal (Refereed) Published
Abstract [en]
A pyrrolylmethylene appended corrorin 1 was synthesized and coordinated with [Rh(CO)2Cl]2 to afford 1-Rh with unique RhI-eta 2-CC bonding in addition to the coordination of the dipyrrin-like unit and a carbonyl ligand. Further oxidation of 1 afforded 2, exhibiting a hydrocorrorinone core, and it can be further transformed into pyrrolo[3,2c]pyridine incorporated hemiporphycene analogue 3 upon treatment with HOAc. The side chain modifies the reactivity of corrorin and effectively tunes the NIR absorption of the resulting porphyrinoids.
Place, publisher, year, edition, pages
AMER CHEMICAL SOC , 2023. Vol. 25, no 10, p. 1793-1798
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:liu:diva-192654DOI: 10.1021/acs.orglett.3c00595ISI: 000946486100001PubMedID: 36881833OAI: oai:DiVA.org:liu-192654DiVA, id: diva2:1746176
Note
Funding Agencies|NSFC [22131005, 21971063, 22201074, 22075077]; Program of Introducing Talents of Discipline to Universities [B16017]; Fundamental Research Funds for the Central Universities [222201717003]; Program of Shanghai Academic Research Leader [20XD1401400]; Natural Science Foundation of Shanghai [22ZR1416100, 20ZR1414100]; Swedish National Infrastructure for Computing (SNIC) resources at the High -Performance Computing Center North (HPC2N); Swedish Research Council [2018-05973, 2020-04600]
2023-03-272023-03-272024-03-19Bibliographically approved