Coordinatively unsaturated ruthenium complexes as efficient alkyne-azide cycloaddition catalysts
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The performance of 16-electron ruthenium complexes with the general formula Cp*Ru(L)X (in which L = phosphine or N-heterocyclic carbene ligand; X = Cl or OCH2CF3) was explored in azide−alkyne cycloaddition reactions that afford the 1,2,3- triazole products. The scope of the Cp*Ru(PiPr3)Cl precatalyst was investigated for terminal alkynes leading to new 1,5-disubstituted 1,2,3-triazoles in high yields. Mechanistic studies were conducted and revealed a number of proposed intermediates. Cp*Ru- (PiPr3)(η2-HCCPh)Cl was observed and characterized by 1H, 13C, and 31P NMR at temperatures between 273 and 213 K. A rare example of N,N-κ2-phosphazide complex, Cp*Ru(κ2-iPr3PN3Bn)Cl, was fully characterized, and a single-crystal X-ray diffraction structure was obtained. DFT calculations describe a complete map of the catalytic reactivity with phenylacetylene and/or benzylazide.
Lamberti , M , Fortman , G C , Poater , A , Broggi , J , Slawin , A M Z , Cavallo , L & Nolan , S P 2012 , ' Coordinatively unsaturated ruthenium complexes as efficient alkyne-azide cycloaddition catalysts ' Organometallics , vol. 31 , no. 2 , pp. 756-767 . DOI: 10.1021/om2012425
(c) 2012 American Chemical Society
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