Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 41, Pages 16232-16236Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b09064
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Funding
- U.S. Department of Energy (DOE), Office of Science, Office of Basic Energy Sciences, Catalysis Program [DE-SC0018977]
- Welch Foundation [A-1907]
- Division of Chemistry (CHE), National Science Foundation [NSF/CHE-1834750]
- Division of Materials Research (DMR), National Science Foundation [NSF/CHE-1834750]
- U.S. DOE [DE-AC02-06CH11357]
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The fleeting lifetimes of reactive intermediates in C-H functionalization chemistry often prevent their direct characterization. For example, the critical nitrenoid intermediates that mediate Rh-2-catalyzed C-H amination have eluded characterization for more than 40 years. In the absence of structural characterization of these species, methodological development is often computationally guided. Here we report the first X-ray crystal structure of a reactive Rh-2 nitrenoid, enabled by N-2 elimination from an organic azide ligand within a single crystal matrix. The resulting high-resolution structure displays metrical parameters consistent with a triplet nitrene complex of Rh-2. The demonstration of facile access to reactive metal nitrenoids within a crystalline matrix provides a platform for structural characterization of the transient species at the heart of C-H functionalization.
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