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Publication Type
Journal Article
UWI Author(s)
Author, Analytic
Ruddock, Peter L.; Williams, D.J.; Reese, Paul B.
Author Affiliation, Ana.
Department of Chemistry
Article Title
The reactions of palladium(II), thallium(III) and lead(IV) trifluoroacetates with 3 beta-acetoxyandrost-5-en-17-one: Crystal structure of the first trifluoroacetate bridged 5,6,7-pi-allyl steroid palladium dimer
Medium Designator
n/a
Connective Phrase
n/a
Journal Title
Steroids
Translated Title
n/a
Reprint Status
n/a
Date of Publication
2004
Volume ID
69
Issue ID
3
Page(s)
193-199
Language
n/a
Connective Phrase
n/a
Location/URL
n/a
ISSN
0039-128X
Notes
n/a
Abstract
A number of metal trifluoroacetates were reacted with the olefin 3beta-acetoxyandrost-5-en-17-one (6). Palladium(II) trifluoroacetate afforded bis[mu-trifluoroacetato(alpha-5,7-,eta-3beta-acetoxyandrostenyl-17-one)palladium(II)] (20), a new ring B pi-allyl steroid-palladium complex, in quantitative yield. Thallium(III) trifluoroacetate gave 3beta-acetoxy-5alpha-hydroxy-6beta-trifluoroacetoxyandrostan-17-one (16), 3beta-acetoxy-6beta-trifluoroacetoxyandrost-4-en-17-one (9), 3beta-acetoxy-4beta-trifluoroacetoxyandrost-5-en-17-one (10), and 3p-acetoxy-5(X, 6beta-dihydroxyandrostan-17-one (17). Lead(IV) trifluoroacetate yielded 9, 10 and 16. 3beta-Acetoxy-5alpha,6beta-bis(trifluoroacetoxy)androstan-17-one (15), a new compound, was also formed in this reaction. During the course of the lead(IV) studies the dichlorosteroid 21 and the rearranged allylic oxidation product 24 were formed. Their formation was attributed to the generation of lead(IV) chloride in the reaction. Silver(I) and copper(II) trifluoroacetates proved to be unreactive towards 6.....
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