Abstract
The dimeric eta(3)-allylpalladium chloride complexes formed from various cycloalkenes (C-7-C-13) and some methyl-and tert-butyl-substituted cycle alkenes have be en characterized by H-1 and C-13 NMR spectroscopy and in selected cases by X-ray crystallography. The formation of syn and anti isomers in the larger ring systems is demonstrated, and complexes with a rearranged ring system are formed from tert-butylcyclodecene and tert-butylcyclododecene. The sesquiterpene, carophyllene, is shown to form an eta(3)-allyl exocyclic complex, exclusively from the (E)-double bond. Cis and trans isomers, with respect to allyl group orientation in these halo-bridged dimers, have been identified by low-temperature (190K) NMR spectroscopy, and their interconversion (Delta G(double dagger) approximate to 11 kcal/mol) is considered to involve a cubic eta(3)-allylpalladium chloride tetramer.
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