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Isofulminic Acid – Phantom or Reality?
Author(s) -
Maier Günther,
Bothur Axel,
Eckwert Jürgen,
Reisenauer Hans Peter,
Stumpf Thomas
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719971213
Subject(s) - isocyanic acid , chemistry , photochemistry , hydrogen , matrix isolation , irradiation , matrix (chemical analysis) , spectral line , infrared spectroscopy , organic chemistry , chromatography , physics , astronomy , nuclear physics
The complex photochemistry of matrix‐isolated dihaloformoximes 8a, 8b , and 8c , which are transformed upon irradiation into the new hydrogen‐bonded complexes HalCN…HOHal 10a–c ′, identified by their IR spectra, has been unveiled. An earlier assignment of the experimental IR absorptions to isofulminic acid HONC ( 4 ) must be withdrawn. A competitive reaction to the formation of complexes 10a–c ′ produces the hydrogen‐bonded complexes HalNCO/HHal 12a–c ′, which can be regarded as intermediates on the photochemical pathway to the final product isocyanic acid HNCO ( 1 ), and are tentatively identified by their IR absorptions. Our findings are supported by deuteration experiments and theoretical calculations using the density functional method BLYP/6‐311G*.