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

Inorganic Chemistry
Miguel A EsteruelasEnrique Oñate

Abstract

Complex OsH(6)(P(i)Pr(3))(2) (1) reacts with 1-methylthymine and 1-methyluracil to give OsH(3)(P(i)Pr(3))(2)(nucleobase') (2, 3) containing the deprotonated nucleobases (nucleobase') κ(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(i)Pr(3))(2)(nucleoside') (4-7) with the deprotonated nucleoside (nucleoside') κ(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(2)Cl(2)(P(i)Pr(3))(2) (8) in the presence of Et(3)N affords dinuclear species OsH(3)(P(i)Pr(3))(2)(nucleobase')-(ribose)(P(i)Pr(3))(2)H(2)Os (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(i)Pr(3))(2)}(2)(nucleobase'') (11, 12) with the nucleobase skeleton (nucleobase'') κ(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:nu...Continue Reading

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Citations

Apr 30, 2013·Inorganic Chemistry·Joaquín AlósMarta Valencia
May 5, 2016·Inorganic Chemistry·María L BuilEnrique Oñate
Jun 9, 2016·Chemical Reviews·Miguel A EsteruelasMontserrat Oliván
Dec 20, 2016·Chemistry : a European Journal·Beatriz EguillorEnrique Oñate
Oct 7, 2015·Chemistry : a European Journal·Luis CasarrubiosMiguel A Sierra
Feb 6, 2021·Inorganic Chemistry·Lara CancelaJuan C Vidal
Apr 3, 2018·Inorganic Chemistry·Juan C BabónEnrique Oñate

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