Synthesis of new bioorganometallic Ir- and Rh-complexes having β-lactam containing ligands
| Autor: | Jaime G. Muntaner, Luis Casarrubios, Miguel A. Sierra |
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| Rok vydání: | 2014 |
| Předmět: |
Models
Molecular Lactams Molecular Structure Stereochemistry Organic Chemistry Diastereomer chemistry.chemical_element Iridium Ligands Biochemistry Combinatorial chemistry chemistry.chemical_compound Rhenium Enantiopure drug chemistry Organometallic Compounds Lactam Molecule Moiety Physical and Theoretical Chemistry Bimetallic strip Group 2 organometallic chemistry |
| Zdroj: | Org. Biomol. Chem.. 12:286-297 |
| ISSN: | 1477-0539 1477-0520 |
| Popis: | The synthesis (and full spectroscopic and crystallographic characterization) of new classes of bioorganometallic Ir- and Rh-complexes having β-lactam containing ligands has been achieved in three steps starting from simple precursors. The procedure for preparing these bioorganometallic compounds uses β-lactams having a phenylpyridyl moiety attached to the C4, N1 or C4 and N1 positions simultaneously, and a directed C-H metal-insertion, in the presence of (MCp*Cl2)2 (M = Ir, Rh). Enantiomerically pure 2-azetidinones can be transformed into diastereomeric (at the metal) mixtures of enantiopure metalla-2-azetidinones. Bimetallic 2-azetidinones are also accessible by this approach. The insertion of electron-poor alkynes into the M-C bond of the bioorganometallic complex occurs regioselectively and in excellent yields. Overall, the sequence imine-β-lactam-metalla-β-lactam is a versatile and efficient full methodology to prepare and functionalize unprecedented, novel Ir- and Rh-complexes having β-lactam containing ligands. |
| Databáze: | OpenAIRE |
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