Abstract
After a short review dealing with bioorganometallic chemistry, the synthesis of tetracarbonyl( pyrrolylimine) complexes of rhenium bearing chirality on the pyrrolyl ligands was reported. The reactivity of these compounds towards the substitution of one carbonyl ligand with triphenyl phosphine, tricyclohexyl phosphine and trimethyl phosphite was studied. The rhenium becoming a stereogenic center in that transformation, the resulting tricarbonyl species were obtained as mixtures of diastereomers, with diastereomeric excesses varying from 8 to 84%, according to the reaction conditions and the relative steric hindrances of the pyrrolylimine and the organophosphorus ligands. These bioorganometallics are potential CO releasing molecules that could be used in the field of medicinal chemistry.
Keywords: Bioorganometallic Chemistry, Chirality, Octahedral complexes, Rhenium, Carbonyl complexes, Organophosphorus ligands.
Current Topics in Medicinal Chemistry
Title:Review on Bioorganometallic Chemistry and New Outcomes in the Synthesis and Substitution of Tetracarbonyl(pyrrolylimine) Complexes of Rhenium with Organophosphorus Ligands
Volume: 17 Issue: 25
Author(s): Antoine Simonneau*, Franck Le Bideau*, Jean-Hugues Mirebeau, Jérôme Marrot and Gérard Jaouen
Affiliation:
- Laboratoire de Chimie de Coordination du CNRS, UPR 8241, 205 route de Narbonne, 31077 Toulouse cedex 4,France
- Department of BioCIS, Faculty of Pharmacy, University Université Paris-Saclay, 92290, Châtenay Malabry,France
Keywords: Bioorganometallic Chemistry, Chirality, Octahedral complexes, Rhenium, Carbonyl complexes, Organophosphorus ligands.
Abstract: After a short review dealing with bioorganometallic chemistry, the synthesis of tetracarbonyl( pyrrolylimine) complexes of rhenium bearing chirality on the pyrrolyl ligands was reported. The reactivity of these compounds towards the substitution of one carbonyl ligand with triphenyl phosphine, tricyclohexyl phosphine and trimethyl phosphite was studied. The rhenium becoming a stereogenic center in that transformation, the resulting tricarbonyl species were obtained as mixtures of diastereomers, with diastereomeric excesses varying from 8 to 84%, according to the reaction conditions and the relative steric hindrances of the pyrrolylimine and the organophosphorus ligands. These bioorganometallics are potential CO releasing molecules that could be used in the field of medicinal chemistry.
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Cite this article as:
Simonneau Antoine *, Bideau Le Franck *, Mirebeau Jean-Hugues , Marrot Jérôme and Jaouen Gérard , Review on Bioorganometallic Chemistry and New Outcomes in the Synthesis and Substitution of Tetracarbonyl(pyrrolylimine) Complexes of Rhenium with Organophosphorus Ligands, Current Topics in Medicinal Chemistry 2017; 17 (25) . https://dx.doi.org/10.2174/1568026617666170719171010
DOI https://dx.doi.org/10.2174/1568026617666170719171010 |
Print ISSN 1568-0266 |
Publisher Name Bentham Science Publisher |
Online ISSN 1873-4294 |
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