On the origin of the conformationally non-interconvertable isomers of bisphenyldirhodium(iii) caprolactamate Reportar como inadecuado




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Michael P. Doyle ;Journal of the Mexican Chemical Society 2009, 53 (3)

Autor: Jian-Hua Xie

Fuente: http://www.redalyc.org/


Introducción



Journal of the Mexican Chemical Society ISSN: 1870-249X editor.jmcs@gmail.com Sociedad Química de México México Xie, Jian-Hua; Doyle, Michael P. On the Origin of the Conformationally Non-Interconvertable Isomers of Bisphenyldirhodium(III) Caprolactamate Journal of the Mexican Chemical Society, vol.
53, núm.
3, julio-septiembre, 2009, pp.
143-146 Sociedad Química de México Distrito Federal, México Available in: http:--www.redalyc.org-articulo.oa?id=47512154011 How to cite Complete issue More information about this article Journals homepage in redalyc.org Scientific Information System Network of Scientific Journals from Latin America, the Caribbean, Spain and Portugal Non-profit academic project, developed under the open access initiative J.
Mex.
Chem.
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2009, 53(3), 143-146 © 2009, Sociedad Química de México ISSN 1870-249X Article On the Origin of the Conformationally Non-Interconvertable Isomers of Bisphenyldirhodium(III) Caprolactamate Jian-Hua Xie and Michael P.
Doyle* Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, U.S.A. Dedicated to the memory of Ernest L.
Eliel Received July 11, 2009; accepted September 24, 2009 Abstract.
A plausible explanation for the unprecedented formation of two conformational isomers of bisphenyldirhodium(III) caprolactamate is presented.
The presence of acetic acid during the coupling process leading to the formation of bisphenyldirhodium(III) caprolactamate is shown to increase the propeller conformer at the expense of the biplanar conformer, Acetic acid is also found to catalyze the decomposition of bisphenyldirhodium(III) caprolactamate with the propeller conformation reacting at a rate that is more than ten times greater than that for the biplanar conformation.
We speculate that protonation of one of the caprolactamate ligands changes the orientation of the phenyl ring in its approach to rhodium in the product-forming step of the arylation reaction leading to the ...





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