ISSN:
1572-879X
Keywords:
hydrogenation
;
heteroaromatic compounds
;
iridium complex
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Catalytic hydrogenation of fused heteroaromatic compounds, acridine, quinoline and quinaldine, selectively occurs at the nitrogen containing rings to give 9,10-dihydroacridine, 1,2,3,4-tetrahydroquinoline and 1,2,3,4-tetrahydroquinaldine in the homogeneous solution prepared from the reaction of [Ir(COD)(PPh3)(PhCN)]ClO4 (COD=1,5-cyclooctadiene) with H2 (5 atm) at 50°C, while isoquinoline and indole are not hydrogenated under the same experimental conditions. In the presence of the rhodium analog [Rh(COD)(PPh3)(PhCN)]ClO4 however, both isoquinoline and indole are also hydrogenated at the nitrogen containing rings, which is understood in terms of heterogeneous catalysis by metallic rhodium powders produced in the reduction of the rhodium compound under the same experimental conditions (50°C, 5 atm of H2).
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00808836
