Allylic proton-proton coupling in stereodefined alkylidenecyclobutanes and alkylidenecycopentanes Reportar como inadecuado




Allylic proton-proton coupling in stereodefined alkylidenecyclobutanes and alkylidenecycopentanes - Descarga este documento en PDF. Documentación en PDF para descargar gratis. Disponible también para leer online.

Timo V. Ovaska ;Journal of the Mexican Chemical Society 2009, 53 (3)

Autor: William F. Bailey

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


Introducción



Journal of the Mexican Chemical Society ISSN: 1870-249X editor.jmcs@gmail.com Sociedad Química de México México Bailey, William F.; Ovaska, Timo V. Allylic Proton-Proton Coupling in Stereodefined Alkylidenecyclobutanes and Alkylidenecycopentanes Journal of the Mexican Chemical Society, vol.
53, núm.
3, julio-septiembre, 2009, pp.
139-142 Sociedad Química de México Distrito Federal, México Available in: http:--www.redalyc.org-articulo.oa?id=47512154010 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.
Soc.
2009, 53(3), 139-142 © 2009, Sociedad Química de México ISSN 1870-249X Article Allylic Proton-Proton Coupling in Stereodefined Alkylidenecyclobutanes and Alkylidenecycopentanes William F.
Bailey1* and Timo V.
Ovaska2* 1 2 Department of Chemistry, The University of Connecticut, Storrs, Connecticut 06269-3060, USA. William.Bailey@uconn.edu Department of Chemistry, Connecticut College, New London, Connecticut 06320-4196, USA.
tvova@conncoll.edu Dedicated to Professor Ernest L.
Eliel: a giant in the field of stereochemistry and to us a mentor and friend to whom much is owed for his generous support and encouragement. Received June 28, 2009; accepted August 14, 2009 Abstract.
Analysis of the 1H NMR spectra of eight stereodefined alkylidenecycloalkanes allows determination of the magnitude of allylic coupling in these compounds.
In contrast to the trend normally observed, the magnitude of transoid-allylic coupling was found to be invariably greater by ~0.5 Hz than the cisoid-allylic coupling. The larger transoid-allylic coupling may be attributed to the slightly smaller dihedral angle relating allylic =C–C–H plane with the C=C–C plane in the E-isomers. Keywords: Proton NMR, Allylic Coupling, Alkyliden...





Documentos relacionados