期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 30, 页码 9434-9438出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201805385
关键词
disproportionation; EPR; porphyrins; aminyl radicals; nitrenium ions
资金
- JSPS KAKENHI [18H03910, 25220802, 16K13952, 16J05512]
- JSPS
Nitrenium ions, isoelectronic nitrogen counterparts of carbenes, are important intermediates in various biological and chemical processes. Herein we describe the first synthesis and characterization of a stable nitrenium ion without resonance stabilization by adjoining amino groups. Namely, a stable salt of a diporphyrinylnitrenium ion was synthesized by stepwise oxidation of the corresponding diporphyrinylamine through a stable aminyl radical. The nitrenium ion exhibits characteristic features such as a singlet ground state, enhanced double-bond character of the central C-N bonds, no reactivity toward water and methanol, and negative solvatochromic behavior.
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