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2,3‐Dihydroimidazol‐2‐ylidene
Author(s) -
Maier Günther,
Endres Jörg
Publication year - 1998
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/(sici)1099-0690(199808)1998:8<1517::aid-ejoc1517>3.0.co;2-h
Subject(s) - chemistry , imidazole , decarboxylation , flash vacuum pyrolysis , carbon dioxide , carboxylic acid , irradiation , pyrolysis , photochemistry , medicinal chemistry , organic chemistry , catalysis , physics , nuclear physics
Irradiation of imidazole‐2‐carboxylic acid ( 3 ) – matrix‐isolated in argon at 10 K – with a wavelength of 254 nm leads to decarboxylation and the formation of a complex between 2,3‐dihydroimidazol‐2‐ylidene and carbon dioxide ( 1·CO 2 ). Upon irradiation of 2,3‐dihydroimidazol‐2‐ylidene ( 1 ) with λ = 254, 193, and 185 nm no imidazole can be detected. On the other hand flash vacuum pyrolysis of imidazole‐2‐carboxylic acid ( 3 ) produces imidazole and carbon dioxide. 2,3‐Dihydroimidazol‐2‐ylidene ( 1 ) – the possible intermediate – cannot be trapped under these conditions.