http://www.cnr.it/ontology/cnr/individuo/prodotto/ID48725

Irreversible Insertion of Benzonitrile into Platinum(II)-Nitrogen Bonds of Nucleobase Complexes. Synthesis and Structural Characterisation of Stable Azametallacycle Compounds (Articolo in rivista)

Type

Articolo in rivista (Classe)
Prodotto della ricerca (Classe)

Label

Irreversible Insertion of Benzonitrile into Platinum(II)-Nitrogen Bonds of Nucleobase Complexes. Synthesis and Structural Characterisation of Stable Azametallacycle Compounds (Articolo in rivista) (literal)

Anno

2010-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

10.1021/ic901508w (literal)

Alternative label

D. Montagner; A.Venzo; E. Zangrando; B. Longato (2010)
Irreversible Insertion of Benzonitrile into Platinum(II)-Nitrogen Bonds of Nucleobase Complexes. Synthesis and Structural Characterisation of Stable Azametallacycle Compounds
in Inorganic chemistry; American Chemical Society, Washington (Stati Uniti d'America)
(literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

D. Montagner; A.Venzo; E. Zangrando; B. Longato (literal)

Pagina inizio

2103 (literal)

Pagina fine

2110 (literal)

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DOI: 10.1021/ic901508w (literal)

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http://pubs.acs.org/doi/abs/10.1021/ic901508w (literal)

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49 (literal)

Rivista

Inorganic chemistry (Rivista)

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8 (literal)

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pubblicazione scientifica (literal)

Note

Scopu (literal)
ISI Web of Science (WOS) (literal)

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1, 4 :Dipartimento di Scienze Chimiche, Universita' di Padova, Via Marzolo 1, 35131 Padova, Italy / 2 : CNR, Istituto di Scienze e Tecnologie Molecolari, Via Marzolo 1, 35131 Padova, Italy / 3 : Dipartimento di Scienze Chimiche, Universita' di Trieste, Via Giorgieri 1, 34127 Trieste, Italy (literal)

Titolo

Irreversible Insertion of Benzonitrile into Platinum(II)-Nitrogen Bonds of Nucleobase Complexes. Synthesis and Structural Characterisation of Stable Azametallacycle Compounds (literal)

Abstract

Deprotonation of 1-methylcytosine( 1-MeCy ) and 9-methyladenine (9-MeAd) promoted by cis-[L2Pt(?-OH)]2(NO3)2 (L=PPh3, PMePh2, 1/2 dppe) in PhCN causes the irreversible insertion of a nitrile molecule into the Pt -N4 and Pt-N6 bonds of the cytosinate and adeninate ligands, respectively, to form the stable azametallacycle complexes cis-[L2PtNH=C(Ph){1-MeCy(-2H)}]NO3 (L=PPh3, 1; PMePh2, 2; 1/2 dppe,3) and cis-[L2PtNH=C(Ph){9-MeAd(-2H)}]NO3 (L=PPh3, 4; PMePh2, 5) containing the deprotonated form of the molecules (Z)-9-N-(1-methyl-2-oxo-2,3-dihydropyrimidin-4(1H)-ylidene)benzimidamide and (Z)-N-(9-methyl-1 H-purin-6(9H)-ylidene)benzimidamide. Single-crystal X-ray ana-lyses of 2 and 4 show the metal coordinated to the N3 cytosine site [Pt-N3 = 2.112(7) A?] and to the N1 site of adenine [Pt-N1 = 2.116(6) A?] and to the nitrogen atom of the inserted benzonitrile [Pt-N2 = 2.043(6) and 2.010 (6) A? in 2 and 4, respectively] , with the exocyclic nucleobase amino nitrogen bound to the carbon atom of the CN group. Complex 2, in solution, undergoes a dynamic process related to a partially restricted rotation around Pt-P bonds, arising from a steric interaction of the oxygen atom of the cytosine with one ring of the phosphine ligands. The reaction of 4 with acetylacetone (Hacac) causes the quantitative protonation of the anionic ligand, affording the acetylacetonate complex cis-[( PPh3)2Pt-(acac )]NO3 and the free benzimidamide NH=C(Ph){9-MeAd(-H)}. In the same experimental conditions, complex 3 reacts with Hacac only partially. (literal)

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