Ir(III) Octaethylporphine chloride CAS: 68324-58-3 MDL:
Molecular weight: 788.44Â g/mol
Molecular Formula:Â C37H44ClIrN4O
CAS Number:Â 68324-58-3
Storage:Â Store at room temperature, protect from light.
Synonyms: Ir(III) Octaethylporphine chloride, Octaethylporphyrin-Ir(III) chloride, 68324-58-3
Fields of Interest: CH insertion chemistry, phosphorescent oxygen sensors
Background:Â Ir(III) Octaethylporphine chloride is a synthetic porphyrin specialty chemical manufactured by Frontier Specialty Chemicals. Ir(III) Octaethylporphine chloride was found to be a competent catalyst for intramolecular CH-insertion of diazo compounds.1 Ir(III) Octaethylporphine chloride was found to react with primary alcohols under basic conditions to yield the corresponding alkylated Ir(III) porphyrin complexes.2 Ir(III) porphyrins are strongly phosphorescent oxygen indicators with tunable photophysical properties.3-4 Conjugation of Ir(III) Octaethylporphine chloride to histidine functionalized peptides allows for cellular penetration and allowing for sensing cellular oxygen concentrations.5
References:
1.) Lopez-Sanchez, et al. Efficient Intramolecular C–H Insertion Catalyzed by Iridium Porphyrin Complexes. Synlett 2012; 23(17): 2469-2472. 10.1055/s-0032-1317296
2.) Bian, et al. Base-Promoted C–O Bond Cleavage of Primary Alcohols by Iridium(III) Porphyrin Chloride. Organometallics 2020, 39, 8, 1376–1383. https://doi.org/10.1021/acs.organomet.0c00100
3.) Koren, et al. Strongly Phosphorescent Iridium(III)–Porphyrins – New Oxygen Indicators with Tuneable Photophysical Properties and Functionalities. EurJIC, Volume 2011, Issue 10, April 2011, Pages 1531-1534. https://doi.org/10.1002/ejic.201100089
4.) Â Strategies for Tuning Emission Energy in Phosphorescent Ir(III) Complexes. Comments on Inorganic Chemistry, 37:3, 117-145, 2017. 10.1080/02603594.2016.1207064
5.) Koren, et al. Complexes of IrIII-Octaethylporphyrin with Peptides as Probes for Sensing Cellular O2. ChemBioChem, Volume 13, Issue 8, May 29, 2012, Pages 1184-1190. https://doi.org/10.1002/cbic.201200083
