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Direct synthesis of tricarbonyl(cyclopentadienyl)rhenium and tricarbonyl(cyclopentadienyl)technetium units from ferrocenyl moieties - Preparation of 17 alpha-ethynylestradiol derivatives bearing a tricarbonyl(cyclopentadienyl)technetium group


Masi, S; Top, S; Boubekeur, L; Jaouen, G; Mundwiler, S; Spingler, Bernhard; Alberto, R (2004). Direct synthesis of tricarbonyl(cyclopentadienyl)rhenium and tricarbonyl(cyclopentadienyl)technetium units from ferrocenyl moieties - Preparation of 17 alpha-ethynylestradiol derivatives bearing a tricarbonyl(cyclopentadienyl)technetium group. European Journal of Inorganic Chemistry, (10):2013-2017.

Abstract

The preparation of new tricarbonyl(cyclopentadienyl)rhenium and tricarbonyl(cyclopentadienyl)technetium derivatives is described. The approach used was applied to a cold target model, 17alpha-ethynylestradiol substituted at the 17alpha position by a ketotricarbonyl(cyclopentadienyl)rhenium group. The novel organometallic reaction applied here, when extended to potential radiopharmaceuticals, consists of a cyclopentadienyl-ligand transfer between ketoferrocenes and fac-Tc-99m(H2O)(3)(CO)(3)](+) in a water/DMSO 1:1 mixture. This reaction lead to the synthesis of a new estradiol derivative, labeled with Tc-99m. The synthesis of another product was performed by using (TcCl3)-Tc-99(CO)(3)](2-) as the Tc precursor and its X-ray crystal structure was determined. In each case high yields were obtained. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Abstract

The preparation of new tricarbonyl(cyclopentadienyl)rhenium and tricarbonyl(cyclopentadienyl)technetium derivatives is described. The approach used was applied to a cold target model, 17alpha-ethynylestradiol substituted at the 17alpha position by a ketotricarbonyl(cyclopentadienyl)rhenium group. The novel organometallic reaction applied here, when extended to potential radiopharmaceuticals, consists of a cyclopentadienyl-ligand transfer between ketoferrocenes and fac-Tc-99m(H2O)(3)(CO)(3)](+) in a water/DMSO 1:1 mixture. This reaction lead to the synthesis of a new estradiol derivative, labeled with Tc-99m. The synthesis of another product was performed by using (TcCl3)-Tc-99(CO)(3)](2-) as the Tc precursor and its X-ray crystal structure was determined. In each case high yields were obtained. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:May 2004
Deposited On:23 Oct 2012 14:22
Last Modified:05 Apr 2016 16:01
Publisher:Wiley-Blackwell
ISSN:1434-1948
Publisher DOI:https://doi.org/10.1002/ejic.200300731
Other Identification Number:ISI:000221590900007

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