Synthesis of Onion-Peel Nanodendritic Structures with Sequential Functional Phosphorus Diversity
作者:Nadia Katir、Nabil El Brahmi、Abdelkrim El Kadib、Serge Mignani、Anne-Marie Caminade、Mosto Bousmina、Jean Pierre Majoral
DOI:10.1002/chem.201500138
日期:2015.4.20
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
Dendrimers with N,N-Disubstituted Hydrazines as End Groups, Useful Precursors for the Synthesis of Water-Soluble Dendrimers Capped with Carbohydrate, Carboxylic or Boronic Acid Derivatives
The first synthesis of dendrimers possessing N,N-disubstitutedhydrazines as end groups allows us to carry out a versatile reactivity. Carbohydrate, carboxylic acid and boronic acid derivatives have been linked to the surface of the dendrimer in a very simple fashion, using the Schiff condensation. The stability of the resulting functionalized dendrimers has been checked: those linked to carboxylic
afforded another type of bimacrocyclic species, 20, containing five phosphorus atoms. A Staudinger reaction between the phosphine 22 bearing a crownetherunit and the diazido tetraphosphorus-containing macrocycle 21 led to a trimacrocycle, 24, possessing one central phosphorus macrocycle and twocrownethers. Similarly the reaction between phosphine 22 (4 equiv) with the tetraazido tetraphosphorus-containing
A new straightforward method of synthesis of dendrimers, using two branched monomers (CA(2) and DB2), is described. Each generation is obtained in a single quantitative step, with only N-2 or H2O as byproducts; generation 4 is obtained in only four steps. The end groups are alternatively phosphines and hydrazines; their versatile reactivity is illustrated by the reaction of generation 4 with a branched CD5 monomer, which increases the number of end groups in a single step from 48 to 250.
Functionalized phosphorus derivatives of Salpen-like compounds: Synthesis and preliminary complexation studies
A new class of Salpen analogues based on phosphorus derivatives where the classical alkylene backbone has been replaced by a N-P-N linkage is described. Such linkage both affords it very good stability in water and an additional (fifth) potentially complexing site. The classical ortho-OH groups have been also replaced by various ortho-substituents, including diphenylphosphino groups. The synthesis of these compounds is easy and their structure can be varied at will at several levels. Several ways of synthesis can be used to combine the various fragments constituting these Salpen analogues. The structure of one of these fragments, an azide, was determined by X-ray crystallography. A preliminary Study of the complexation ability of some of these new ligands was carried out with groups 10 (Ni) and 11 (Au) elements. Depending on the type of substituents and the type of metals used, these compounds can act as mono-, or tetra-dentate ligands. (c) 2005 Elsevier B.V. All rights reserved.