Camphopyrazole-based N,N- and N,P-ligands and chiral complexes of Ni, Pd, and Rh: P-N bond activation upon Rh(I) complexation
Herrera AC, Briceno A, Gonzalez T, Linden A, Heinemann FW, Agrifoglio G, Pastran J, Dorta R (2016)
Publication Status: Published
Publication Type: Journal article
Publication year: 2016
Journal
Publisher: PERGAMON-ELSEVIER SCIENCE LTD
Book Volume: 27
Pages Range: 759-767
Journal Issue: 16
DOI: 10.1016/j.tetasy.2016.06.013
Abstract
Enantiomerically pure C-1 and C-2-symmetric bidentate N,N- and N,P-ligands are accessible from (+)-camphor in good yields (60-90%). Modified syntheses of precursors 1 and 2 are disclosed as well as the crystal structures of three hydroxy-pyrazoline intermediates. Ligands 3, 4, 6, and 11 were fully characterized including an X-ray crystal structure of C-2-symmetric 6, which showed an E-configuration in the solid state. These ligands form complexes with Ni(II), Pd(II), and Rh(I) in good yields (84-96%); the X-ray crystal structures of complexes 12, 14, and 16 confirmed the bidentate coordination modes of ligands 4, 6, and 11 and distorted tetrahedral [for NON and square planar [for Rh(I)] coordination geometries. Furthermore, the structure of the Rh(I) complex 16 revealed the presence of a Ph2PCl ligand, which, along with spectroscopic data, is proof of an almost quantitative P-N bond cleavage upon coordination of ligand 11 to [RhCl(COD)](2). (C) 2016 Elsevier Ltd. All rights reserved.
Authors with CRIS profile
Frank Wilhelm Heinemann
Lehrstuhl für Anorganische und Allgemeine Chemie
Romano Dorta
Professur für Anorganische Chemie
Involved external institutions
Venezuelan Institute for Scientific Research / Instituto Venezolano de Investigaciones Científicas (IVIC)
Venezuela, Bolivarian Republic of (VE)
University of Zurich / Universität Zürich (UZH)
Switzerland (CH)
Universidad Simón Bolívar
Venezuela, Bolivarian Republic of (VE)
Venezuela, Bolivarian Republic of (VE)
University of Zurich / Universität Zürich (UZH)
Switzerland (CH)
Universidad Simón Bolívar
Venezuela, Bolivarian Republic of (VE)
How to cite
APA:
Herrera, A.C., Briceno, A., Gonzalez, T., Linden, A., Heinemann, F.W., Agrifoglio, G.,... Dorta, R. (2016). Camphopyrazole-based N,N- and N,P-ligands and chiral complexes of Ni, Pd, and Rh: P-N bond activation upon Rh(I) complexation. Tetrahedron-Asymmetry, 27(16), 759-767. https://doi.org/10.1016/j.tetasy.2016.06.013
MLA:
Herrera, Alberto Cesar, et al. "Camphopyrazole-based N,N- and N,P-ligands and chiral complexes of Ni, Pd, and Rh: P-N bond activation upon Rh(I) complexation." Tetrahedron-Asymmetry 27.16 (2016): 759-767.
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