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Updated: Feb 6, 2026

IridiumIII Luminescent Probe for Detection of the Malarial Protein Biomarker Histidine Rich Protein-II
Published on: July 7, 2015
Iridium-catalyzed selective 1,2-hydrosilylation of N-heterocycles
Jinseong Jeong1,2, Sehoon Park1,2, Sukbok Chang1,2
1Department of Chemistry , Korea Advanced Institute of Science & Technology (KAIST) , Daejeon 305-701 , South Korea . Email: sehoonp@kaist.ac.kr ;
Abstract:
A silylene-bridged Ir dimer in situ generated from [Ir(coe)2Cl]2 and Et2SiH2 was found to catalyze the hydrosilylation of N-heteroaromatics to furnish dearomatized azacyclic products with high activity (up to 1000 TONs), excellent selectivity, and good functional group tolerance. The substrate scope was highly broad, including (iso)quinolines, substituted pyridines, pyrimidines, pyrazines, deazapurines, triazines, and benzimidazoles. Mechanistic studies such as a kinetic profile, rate-order assessment, and investigation of the electronic substituent effects on the initial rates were performed to access the detailed pathways. One pathway is proposed to involve an intramolecular insertion of the C[double bond, length as m-dash]N moiety of the substrates into the Ir-H bond of a resting species to form an Ir-amido silyl intermediate, followed by reductive elimination. The synthetic utility was proven by successful application to cinchona alkaloids, and facile post-synthetic transformations of the 1,2-dihydroquinoline products.
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