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Synthesis of Onion-Peel Nanodendritic Structures with Sequential Functional Phosphorus Diversity

The preparation of novel families of phosphorus‐based macromolecular architectures called “onion peel” phosphorus nanodendritic systems is reported. This construct is based on the versatility of methods of synthesis using several building blocks and on the capability of these systems to undergo regi...

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Bibliographic Details
Published in:Chemistry : a European journal 2015-04, Vol.21 (17), p.6400-6408
Main Authors: Katir, Nadia, El Brahmi, Nabil, El Kadib, Abdelkrim, Mignani, Serge, Caminade, Anne-Marie, Bousmina, Mosto, Majoral, Jean Pierre
Format: Article
Language:English
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Summary:The preparation of novel families of phosphorus‐based macromolecular architectures called “onion peel” phosphorus nanodendritic systems is reported. This construct is based on the versatility of methods of synthesis using several building blocks and on the capability of these systems to undergo regioselective reactions within the cascade structure. Sustainable metal‐free routes such as the Staudinger reaction or Schiff‐base condensation, involving only water and nitrogen as byproducts, allow access to several dendritic macromolecules bearing up to seven different phosphorus units in their backbone, each of them featuring specific reactivity. The presence of the highly aurophilic PNPS fragment enables selective ligation of AuI within the dendritic framework. There is power in an onion: Novel functional phosphorus‐based macromolecular architectures were designed using a versatile core, well‐defined building blocks, and selective sustainable metal‐free routes. Onion‐peel phosphorus dendritic structures bearing up to seven different phosphorus units in their backbone can be prepared and used for regioselective incorporation of AuI.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201500138