30862-85-2Relevant academic research and scientific papers
Microwave synthesis of mono- and bis-tetrazolato complexes via 1,3-dipolar cycloaddition of organonitriles with platinum(ii)-bound azides
Mukhopadhyay, Suman,Lasri, Jamal,Charmier, M. Adilia Januario,Da Silva, M. Fatima C. Guedes,Pombeiro, Armando J. L.
, p. 5297 - 5304 (2008/03/18)
[2 + 3] Cycloaddition reactions of the diazidoplatinum(ii) complexes cis-[Pt(N3)2(PPh3)2] 1 and cis-[Pt(N3)2(2,2′-bipy)] 4 with organonitriles NCR 2 give the bis(tetrazolato) complexes trans-[Pt(N4CR) 2(PPh3)2] 3 [R = Me (3a), Et (3b), Pr (3c), Ph (3d), 4-ClC6H4 (3e)] and cis-[Pt(N4CR) 2(2,2′-bipy)] 5 [R = Me (5a), Et (5b), Pr (5c), Ph (5d)]. The reaction of cis-[Pt(N3)2(PPh3)2] 1 with propionitrile also affords, apart from 3b, the unexpected mixed cyano-tetrazolato complex trans-[Pt(CN)(5-ethyltetrazolato)(PPh 3)2] 3b′ which is derived from the reaction of the bis(tetrazolato) 3b with propionitrile, with concomitant formation of 5-ethyl-1H-tetrazole, via a suggested unusual oxidative addition of the nitrile to PtII. All these reactions are greatly accelerated by microwave irradiation and this method also shows a higher selectivity in the case of the reaction of propionitrile with 1, leading only to the formation of 3b. All the complexes obtained were characterized by IR, 1H, 13C and 31P{1H} (for complexes 3) NMR spectroscopies, FAB-MS and elemental analyses. Complexes 3b′, 3d, 3e and 5d were also characterized by X-ray structural analyses. This journal is The Royal Society of Chemistry.
Cycloaddition Reactions of Azide Ligands in Phosphane Complexes of Palladium(II), Platinum(II), and Iridium(I)
Kreutzer, Peter H.,Weis, Johann Ch.,Bock, Henning,Erbe, Juergen,Beck, Wolfgang
, p. 2691 - 2707 (2007/10/02)
Nitriles are added to the azide ligands of the planar compounds cis-(R3P)2Pt(N3)2 and trans-(Ph3P)2Ir(CO)N3 to give to 5-R-tetrazolato complexes 1 - 3.Kinetic studies show that the rate of the -cycloaddition increases with donor strength of the phosphane ligands and with electron-poor nitriles.The mechanism of the reactions is discussed.Using HCl or acyl chlorides, from 3 and (Ph3P)2Pd(5-R-tetrazolate)2 the free 5-R-tetrazoles or disubstituted tetrazoles are obtained under mild conditions. (Ph3P)2Pd(N3)2 reacts with MeO2CCCCO2Me to give the triazolato complexes 5, 6.Organic isothiocyanates and thiocyanates yield tetrazolinethionato (7) and 5-(methylthio)tetrazolato complexes (8).Using 1H NMR spectroscopy isomeric complexes with these ambidentate heterocyclic ligands can be detected.
