1309604-29-2Relevant academic research and scientific papers
Beyond click-chemistry: Transformation of azides with cyclopentadienyl ruthenium complexes
Risse, Julie,Scopelliti, Rosario,Severin, Kay
, p. 3412 - 3418 (2011)
The cyclopentadienyl Ru complexes Cp*RuCl(cod) (cod = 1,5-cyclooctadiene), Cp*RuCl(PPh3)2, and [CpRuCl2]2 (Cp = η5-1-methoxy-2,4-di-tert- butyl-3-neopentylcyclopentadienyl) are able to catalyze the decomposition of benzyl azides to give 1,3,5-triphenyl-2,4-diazapenta-1,4-diene ("hydrobenzamide"), benzyl-benzylideneamine, and benzonitrile. Reactions with the catalyst precursor [CpRuCl2]2 are particularly fast and give hydrobenzamide with high selectivity. A similar coupling reaction is observed for other benzylic azides but not for (2-azidoethyl)benzene and ethyl-4-azidobutanoate. If the reactions are performed in the presence of water, benzylic azides are converted into aldehydes. Mononuclear tetrazene complexes are formed in stoichiometric reactions of [CpRuCl2]2 with benzyl azide and (2-azidoethyl)benzene.
