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N-H and N-C bond activation of pyrimidinic nucleobases and nucleosides promoted by an osmium polyhydride

AuthorsEsteruelas, Miguel A. ; García-Raboso, Jorge ; Oliván, Montserrat ; Oñate, Enrique
Issue Date2012
PublisherAmerican Chemical Society
CitationInorganic Chemistry 51(10): 5975-5984 (2012)
AbstractComplex OsH 6(P iPr 3) 2 (1) reacts with 1-methylthymine and 1-methyluracil to give OsH 3(P iPr 3) 2(nucleobase') (2, 3) containing the deprotonated nucleobases (nucleobase') 2-N,O coordinated by the nitrogen atom at position 3 and the oxygen bonded to the carbon atom of the ring at position 4. Similarly, the reactions of 1 with thymidine, 5-methyluridine, deoxyuridine, and uridine lead to OsH 3(P iPr 3) 2(nucleoside') (4-7) with the deprotonated nucleoside (nucleoside') 2-N,O coordinated by the nitrogen atom at position 3 and the oxygen bonded to the carbon atom at position 4 of the nucleobases. Treatment of complexes 5 and 7, containing nucleosides derived from ribose, with OsH 2Cl 2(P iPr 3) 2 (8) in the presence of Et 3N affords dinuclear species OsH 3(P iPr 3) 2(nucleobase')-(ribose)(P iPr 3) 2H 2Os (9, 10) formed by two different metal fragments. Complex 1 also promotes the cleavage of the N-C bond of 2-7 to give the dinuclear species {OsH 3(P iPr 3) 2} 2(nucleobase'') (11, 12) with the nucleobase skeleton (nucleobase'') 2-N,O coordinated to both metal fragments. These compounds can be also prepared by reaction of 1 with 0.5 equiv of thymine and uracil. The use of 1:1 hexahydride:nucleobase molar ratios gives rise to the preferred formation of the mononuclear complexes OsH 3(P iPr 3) 2(nucleobase''') (13, 14; nucleobase''' = monodeprotonated thymine or uracil). The X-ray structures of complexes 6, 11, and 14 are also reported. © 2012 American Chemical Society.
Identifiersdoi: 10.1021/ic300639j
issn: 0020-1669
e-issn: 1520-510X
Appears in Collections:(ISQCH) Artículos
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