Preprint Communication Version 1 This version is not peer-reviewed

Synthesis and Characterization of N-Nitrososydnonimine as NO. Donor

Version 1 : Received: 10 September 2024 / Approved: 10 September 2024 / Online: 10 September 2024 (15:43:25 CEST)

How to cite: Saffon-Merceron, N.; Lherbet, C.; Hoffmann, P. Synthesis and Characterization of N-Nitrososydnonimine as NO. Donor. Preprints 2024, 2024090838. https://doi.org/10.20944/preprints202409.0838.v1 Saffon-Merceron, N.; Lherbet, C.; Hoffmann, P. Synthesis and Characterization of N-Nitrososydnonimine as NO. Donor. Preprints 2024, 2024090838. https://doi.org/10.20944/preprints202409.0838.v1

Abstract

N-Nitroso-3-morpholinosydnonimine 3 was prepared by nitrosation of SIN-1 and characterized by 1H-NMR, 13C-NMR and HRMS. Its structure, confirmed by single crystal X-ray diffraction analysis, was found in agreement with its mesoionic and aromatic character. Unlike SIN-1, which releases both nitric oxide and superoxide radical, decomposition of this nitrosylated sydonimine could yield nitric oxide as the only decomposition product, and thus without the formation of toxic peroxynitrite.

Keywords

Sydnone; Sydnonimine; Imine; Nitric oxide; SIN-1

Subject

Chemistry and Materials Science, Organic Chemistry

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