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Mechanistic snapshots of rhodium-catalyzed acylnitrene transfer reactions

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Title
Mechanistic snapshots of rhodium-catalyzed acylnitrene transfer reactions
Author(s)
Hoimin Jung; Jeonguk Kweon; Suh, Jong-Min; Lim, Mi Hee; Dongwook Kim; Sukbok Chang
Publication Date
2023-08
Journal
Science, v.381, no.6657, pp.525 - 532
Publisher
American Association for the Advancement of Science
Abstract
Rhodium (Rh) acylnitrene complexes are widely implicated in catalytic C-H amidation reactions but have eluded isolation and structural characterization. To overcome this challenge, we designed a chromophoric octahedral Rh complex with a bidentate dioxazolone ligand, in which photoinduced metal-to-ligand charge transfer initiates catalytic C-H amidation. X-ray photocrystallographic analysis of the Rh-dioxazolone complex allowed structural elucidation of the targeted Rh-acylnitrenoid and provided firm evidence that the singlet nitrenoid species is primarily responsible for acylamino transfer reactions. We also monitored in crystallo reaction of a nucleophile with the in situ-generated Rh-acylnitrenoid, which provided a crystallographically traceable reaction system to capture mechanistic snapshots of nitrenoid transfer.
URI
https://pr.ibs.re.kr/handle/8788114/14002
DOI
10.1126/science.adh8753
ISSN
0036-8075
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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