Divergent Reactivity of 2-Vinylpyridine and 1-Vinylpyrazole in Rhodium-Phosphine Systems: C-H Activation and Dinuclear Chemistry

Ramón Azpíroz, Vincenzo Passarelli, Ricardo Castarlenas, Jesús J. Pérez-Torrente, Luis A. Oro

Abstract


The RhI-RhIII mixed valence dinuclear complex Rh2-Cl2(μ-H)(μ-η22-C,N-NC5H4-2-(Z)CH=CH)(PPhMe2)3 has been prepared by reaction of [Rh(μ-Cl)(η2-coe)2]2 with 2-vinylpyridine in the presence of dimethylphenylphosphine as a result of C-H activation of the terminal olefinic proton. The X-ray structure presents anagostic Rh···HC and π-π interactions between aromatic rings. In contrast, 1-vinylpyrazole does not undergo a C-H activation process, resulting in the formation of dinuclear species supported by 1-vinylpyrazole bridges. Anagostic Rh···HC interactions and CH···Cl hydrogen bonds are responsible for the 3D packing of the complex.

Keywords


C-H Activation; Vinylpyridine; Vinylpyrazole; Rhodium; Dinuclear Complexes.

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Copyright (c) 2017 Ramón Azpíroz, Vincenzo Passarelli, Ricardo Castarlenas, Jesús J. Pérez-Torrente, Luis A. Oro

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Journal of the Mexican Chemical Society (J. Mex. Chem. Soc.) Vol 61, No 3 (2017). Quarterly publication (July-September). Edited and distributed by Sociedad Química de México, A.C. Barranca del Muerto 26, Col. Crédito Constructor, Del. Benito Juárez, C.P. 03940, Mexico City. Phone: +5255 56626837; +5255 56626823 Contact: soquimex@sqm.org.mx http://www.sqm.org.mx Editor-in-Chief: Ignacio González-Martínez. Indexed Journal. Certificate of reserved rights granted by the Instituto Nacional del Derecho de Autor (INDAUTOR): 04-2005-052710530600-102. Certificate of lawful title and content: Under procedure. ISSN-e granted by the Instituto Nacional del Derecho de Autor (INDAUTOR): 2594-0317. ISSN granted by the Instituto Nacional del Derecho de Autor (INDAUTOR): 1870-249X. Postal registration of printed matter deposited by editors or agents granted by SEPOMEX: IM09-0312 Copyright © Sociedad Química de México, A.C. Total or partial reproduction is prohibited without written permission of the right holder. The Figures/schemes quality and the general contents of this publication are full responsibility of the authors. Updated October 26th, 2017 by Adriana Vázquez (editorial assistant, e-mail: editor.jmcs@gmail.com), J. Mex. Chem. Soc., Sociedad Química de México, A.C.