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Synthesis of cyclopentadienyltricarbonylrhenium substituted benzhydryl species and oestrogen receptor binding properties
Author(s) -
Plażuk D.,
Le Bideau F.,
PérezLuna A.,
Stéphan E.,
Vessières A.,
Zakrzewski J.,
Jaouen G.
Publication year - 2006
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1034
Subject(s) - chemistry , methyllithium , transmetalation , fulvene , nucleophile , stereochemistry , derivative (finance) , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , financial economics , economics
6‐(4‐Methoxyphenyl)fulvene has been efficiently engaged in a process implying nucleophilic attack of methyllithium followed by a transmetallation reaction in the presence of different organorhenium sources {XRe(CO) 5 : X = Cl, Br, OTf; BrRe(CH 3 CN) 2 (CO) 3 , [BrRe(CO) 3 THF] 2 } to afford the corresponding cyclopentadienyltricarbonylrhenium‐substituted compound. This study allowed us to determine the best complex for that transformation, and similar reaction conditions were used with success to provide new potential radiopharmaceuticals in the cold series. One of these compounds [the (4,4′‐dihydroxybenzhydryl)cyclopentadienyltricarbonylrhenium] displays a good recognition for the α form of the oestrogen receptor. Copyright © 2006 John Wiley & Sons, Ltd.