Reactions of a Ru(II) Phenyl Complex with Substrates that Possess C-N or C-O Multiple Bonds: C-C Bond Formation, N-H Bond Cleavage, and Decarbonylation Reactions

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Article on the reactions of an Ru(II) phenyl complex with substrates that possess C-N or C-O multiple bonds and C-C bond formation, N-H bond cleavage, and decarbonylation reactions.

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11 p.

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Lee, John P.; Pittard, Karl A.; DeYonker, Nathan J.; Cundari, Thomas R., 1964-; Gunnoe, T. Brent & Petersen, Jeffrey L. February 8, 2006.

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Article on the reactions of an Ru(II) phenyl complex with substrates that possess C-N or C-O multiple bonds and C-C bond formation, N-H bond cleavage, and decarbonylation reactions.

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11 p.

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Reprinted with permission from Organometallics. Copyright 2006 American Chemical Society.

Abstract: The Ru(II) phenyl complex TpRu(CO)(NCMe)(Ph) (1) (Tp = hydridotris(pyrazolyl)borate) reacts with carbodiimides to yield amidinate complexes that result from C-C bond formation between the phenyl ligand and the carbodiimide carbon. Complex 1 and N-methylacetamide react to produce benzene and the amidate complex TpRu(CO){N,O-OC(Me)N(Me)} (4). The reaction of complex 1 with C≡N(tBu)}(Ph) (5), and heating a solution of PMe3 and 5 results in the observation of an equilibrium with the product of isonitrile insertion TpRu(CO){C(Ph)=NtBu}(PMe3) (6) (∆H = +9(1) kcal/mol and ∆S = +20(3)eu). The reaction of 1 with aromatic aldehydes at elevated temperatures results in C-H activation and decarbonylation of the aldehyde to produce TpRu(CO)2(Ar) (Ar = phenyl or p-tolyl) and free benzene. DFT calculations have been incorporated to study coordination and insertion reactions of ethylene, methyleneimine, formaldehyde, HC=C=NH, and C=NH into the Ru-Ph bond of the model fragment (Tab)Ru(CO)(Ph) (Tab = tris(azo)borate). In addition, the energetics of Ru-mediated decarbonylation of formaldehyde have been calculated.

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  • Organometallics, 2006, Washington DC: American Chemical Society, pp. 1500-1510

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  • Publication Title: Organometallics
  • Volume: 25
  • Page Start: 1500
  • Page End: 1510
  • Peer Reviewed: Yes

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  • February 8, 2006

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Lee, John P.; Pittard, Karl A.; DeYonker, Nathan J.; Cundari, Thomas R., 1964-; Gunnoe, T. Brent & Petersen, Jeffrey L. Reactions of a Ru(II) Phenyl Complex with Substrates that Possess C-N or C-O Multiple Bonds: C-C Bond Formation, N-H Bond Cleavage, and Decarbonylation Reactions, article, February 8, 2006; [Washington, D.C.]. (https://digital.library.unt.edu/ark:/67531/metadc77185/: accessed September 11, 2024), University of North Texas Libraries, UNT Digital Library, https://digital.library.unt.edu; crediting UNT College of Arts and Sciences.

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