Chloropalladation of 1-aryl-ω-methylenebicyclo[n.1.0]alkanes

Authors

William Donaldson, Marquette UniversityFollow
Jeffrey T. North, Marquette University
James A. Gruetzmacher, Marquette University
Michael Finley, Marquette University
Daniel J. Stepuazek, Marquette University

Document Type

Article

Language

eng

Publication Date

1990

Publisher

Elsevier

Source Publication

Tetrahedron

Source ISSN

0040-4020

Abstract

The chloropalladation of 1-aryl-ω-methylenebicyclo[n.l.0]alkanes affords a mixture of (1-aryl-3-chloro-2-methylenecycloalkyl) - and (3-aryl-3-chloro-2-methylenecycloalkyl)palladium chloride dimers in excellent yield. These products have been characterized by ¹H NMR spectroscopy. The regioselectivity of the chloropalladation appears to be dependent on ring strain, steric hinderance and to some extent, the ability of the aryl substituent to stabilize partial positive charge.

Comments

Tetrahedron, Vol. 46, No. 7 (1990): 2263-2272. DOI.

Recommended Citation

Donaldson, William; North, Jeffrey T.; Gruetzmacher, James A.; Finley, Michael; and Stepuazek, Daniel J., "Chloropalladation of 1-aryl-ω-methylenebicyclo[n.1.0]alkanes" (1990). Chemistry Faculty Research and Publications. 861.
https://epublications.marquette.edu/chem_fac/861