Premium
Photochemistry of Matrix‐Isolated 4‐Diazo‐4 H ‐imidazole: IR‐Spectroscopic Identification of 4 H ‐Imidazol‐4‐ylidene
Author(s) -
Maier Günther,
Endres Jörg
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200007)2000:14<2535::aid-ejoc2535>3.0.co;2-y
Subject(s) - chemistry , photoexcitation , photochemistry , imidazole , diazo , carbene , ketene , argon , matrix isolation , ring (chemistry) , photodissociation , medicinal chemistry , excited state , organic chemistry , catalysis , atomic physics , physics
Irradiation of 4‐diazo‐4 H ‐imidazole ( 1 ) in an argon matrix at 10 K at a wavelength of λ = 313 nm leads to rapid loss of nitrogen and the formation of 4 H ‐imidazol‐4‐ylidene ( 2 ). Upon photoexcitation of 4 H ‐imidazol‐4‐ylidene ( 2 ) at wavelengths longer than 570 nm, the ring‐opened carbene S‐6 can be detected. S‐6 can be photochemically converted (λ > 310 nm) to 2‐cyano‐2 H ‐azirene ( 5 ). In CO‐doped argon matrices, 2 is trapped and 4 H ‐imidazol‐4‐ylidene ketene ( 7 ) can be observed.