Generation and spectroscopic identification of selenofulminic acid and its methyl and cyano derivatives (XCNSe, X=H, CH3, NC)

Melinda Krebsz; Gábor Májusi; Bálint Pacsai; György Tarczay; Tibor Pasinszki

doi:10.1002/chem.201103004

Generation and spectroscopic identification of selenofulminic acid and its methyl and cyano derivatives (XCNSe, X=H, CH3, NC)

Chemistry. 2012 Feb 27;18(9):2646-52. doi: 10.1002/chem.201103004. Epub 2012 Jan 30.

Authors

Melinda Krebsz¹, Gábor Májusi, Bálint Pacsai, György Tarczay, Tibor Pasinszki

Affiliation

¹ Institute of Chemistry, Eötvös University, P.O. Box 32, 1518 Budapest 112, Hungary.

PMID: 22290560
DOI: 10.1002/chem.201103004

Abstract

Evidence for the existence of nitrile selenides, potential 1,3-dipolarophiles in cycloaddition reactions, has been provided by direct spectroscopic methods. The parent nitrile selenide, selenofulminic acid (HCNSe), and its methyl and cyano derivatives have been photolytically generated in an inert solid argon matrix from 1,2,5-selenadiazoles by 280, 254, and 313 nm UV irradiation, respectively, and studied by ultraviolet spectroscopy and mid-infrared spectroscopy. Ground-state geometries have been obtained from quantum-chemical calculations at the CCSD(T)/aug-cc-pVTZ level. Nitrile selenides are predicted to be linear with a relatively weak N-Se bond.