Pellico Daniel, Gómez-Gallego Mar, Ramírez-López Pedro, Mancheño María José, Sierra Miguel A, Torres M Rosario
Departamento de Química Orgánica, Facultad de Química, Universidad Complutense, 28040-Madrid, Spain.
Chemistry. 2009 Jul 13;15(28):6940-52. doi: 10.1002/chem.200900374.
The synthesis, isolation, and full characterization of different types of stable, metal-assembled macrocyclic beta-lactams are reported. By using adequately functionalized bis-beta-lactams with defined stereochemistry as building blocks, a series of mono- and bimetallic Pd and Pt macrocycles has been prepared in good to quantitative yields. These novel structures combine the beta-lactam moiety with transition-metal fragments with cis-square-planar geometry and constitute a new class of metal-assembled cavities involving molecules with biological relevance as building blocks. By combining the adequate ligands, metallic fragments, and tuning the reaction conditions, different mono- and bimetallic macrocyclic beta-lactam cavities can be selectively obtained. Macrocycles with Pt-ethynyl groups are suitable to form host-silver triflate guest complexes in a tweezer fashion.
报道了不同类型稳定的金属组装大环β-内酰胺的合成、分离及全面表征。通过使用具有确定立体化学的充分官能化双β-内酰胺作为构建单元，已以良好至定量的产率制备了一系列单金属和双金属钯和铂大环。这些新颖结构将β-内酰胺部分与具有顺式平面正方形几何结构的过渡金属片段相结合，构成了一类新的金属组装腔，其以具有生物学相关性的分子作为构建单元。通过组合适当的配体、金属片段并调节反应条件，可以选择性地获得不同的单金属和双金属大环β-内酰胺腔。具有铂乙炔基的大环适合以镊子方式形成主体-三氟甲磺酸银客体配合物。
