Oxazoles revisited: On the nature of binding of benzoxazole and 2-methylbenzoxazole with the zinc and palladium halides
作者： Roderick C. Jones , Maja W. Chojnacka , J. Wilson Quail , Michael G. Gardiner , Andreas Decken
DOI: 10.1039/C0DT01266A
关键词:
摘要: A synthetic and structural (X-ray) investigation into the bonding modes of benzoxazole (box) 2-methylbenzoxazole (Mebox) ligands with halide precursors Zn Pd has been undertaken to clarify earlier discrepancies concerning nature mode(s) two azoles. In four structurally characterised examples, all contain title in a κ1N motif. Calculations at density functional level (DFT) theory (B3LYP) confirm ground state stability this class coordination for several hypothetical (gas phase) compounds. The attempt obtain suitable crystalline material PdCl2(box)2 (i.e., 5) leads substantial complex degradation. One minor product process identified as diarylformamidinato C26H22N4O4Pd, presumably formed via combination decomposition products both free box 5.
rsc.org
utas.edu.au参考文章(71)
Axel D. Becke, Density-functional thermochemistry. III. The role of exact exchange Journal of Chemical Physics. ,vol. 98, pp. 5648- 5652 ,(1993) , 10.1063/1.464913
Edward J. Duff, M. N. Hughes, Oxazole complexes. Part I. N-Bonded complexes of benzoxazole with cobalt(II), nickel(II), copper(II), and zinc(II) Journal of the Chemical Society A: Inorganic, Physical, Theoretical. pp. 2144- 2146 ,(1968) , 10.1039/J19680002144
P. J. Stephens, F. J. Devlin, C. F. Chabalowski, M. J. Frisch, Ab Initio Calculation of Vibrational Absorption and Circular Dichroism Spectra Using Density Functional Force Fields The Journal of Physical Chemistry. ,vol. 98, pp. 11623- 11627 ,(1994) , 10.1021/J100096A001
E. Binamira-Soriaga, Munime Lundeen, Karl Seff, Crystal and molecular structure oftrans-dichlorobis(oxazole)palladium(II) Journal of Crystal and Molecular Structure. ,vol. 9, pp. 67- 75 ,(1979) , 10.1007/BF01387559
Robert A. Gossage, Hilary A. Jenkins, Paras N. Yadav, Application of an air stable Pd oxazoline complex for Heck, Suzuki, Sonogashira and related C–C bond-forming reactions Tetrahedron Letters. ,vol. 45, pp. 7689- 7691 ,(2004) , 10.1016/J.TETLET.2004.08.082
S Voitekhovich, PN Gaponik, AS Lyakhov, OA Ivashkevich, Synthesis and Transformation of 1-Monosubstituted Tetrazoles to Pyrimidinones, Benzoxazoles and Quinazolinediones Through 1,4-Disubstituted Tetrazolium Salts Polish Journal of Chemistry. ,vol. 75, pp. 253- 264 ,(2001)
Paik Suh Myunghyun, None, Synthesis and Equilibria of Octahedral and Tetrahedral Complexes of Cobalt (II) 2,2'-Dipyridylamine Bulletin of The Korean Chemical Society. ,vol. 3, pp. 5- 9 ,(1982)
Russell D. Viirre, Ghotas Evindar, Robert A. Batey, Copper-Catalyzed Domino Annulation Approaches to the Synthesis of Benzoxazoles under Microwave-Accelerated and Conventional Thermal Conditions Journal of Organic Chemistry. ,vol. 73, pp. 3452- 3459 ,(2008) , 10.1021/JO702145D
P. Jeffrey Hay, Willard R. Wadt, Ab initio effective core potentials for molecular calculations. Potentials for K to Au including the outermost core orbitals Journal of Chemical Physics. ,vol. 82, pp. 299- 310 ,(1985) , 10.1063/1.448975
R. Krishnan, J. S. Binkley, R. Seeger, J. A. Pople, Self‐consistent molecular orbital methods. XX. A basis set for correlated wave functions Journal of Chemical Physics. ,vol. 72, pp. 650- 654 ,(1980) , 10.1063/1.438955