Volume 21, Issue 38
Preparative Organic Chemistry
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ChemInform Abstract: Ligand-Induced Selective Stabilization of the Anti Isomer in (η3-Allyl)palladium Complexes: An Attempt to Control the E-Z Stereochemistry in Palladium-Promoted Allylic Substitutions.

B. AKERMARK

B. AKERMARK

Dep. Org. Chem., R. Inst. Technol., 100 44 Stockholm, Swed.

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S. HANSSON

S. HANSSON

Dep. Org. Chem., R. Inst. Technol., 100 44 Stockholm, Swed.

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A. VITAGLIANO

A. VITAGLIANO

Dep. Org. Chem., R. Inst. Technol., 100 44 Stockholm, Swed.

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First published: September 18, 1990

Abstract

Pd-Complexes such as (I) or (VI) are prepared from the η3-allyl-chloride complexes, AgBF4, and the dimethylphenanthroline component.

ChemInform Abstract

Pd-Complexes such as (I) or (VI) are prepared from the η3-allyl-chloride complexes, AgBF4, and the dimethylphenanthroline component. In contrast to the usual preponderance of the syn configuration in (η3-allyl)Pd complexes, it is found that, in comparison with the anti isomers (Ib), (VIb), the syn isomers (Ia), (VIa) are the less stable ones. As it can be seen from the scheme, a high control of the E/Z stereochemistry is exerted in allylic substitution reactions of (I) or (VI) with nucleophiles such as (II) or (VII).

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