Ordered Layered Dendrimers Constructed from Two Known Dendrimer Families: Inheritance and Emergence of Properties

• Published in: Chemistry : a European journal Vol. 22; no. 31; pp. 10736 - 10742
• Main Authors: Dib, Hanna, Rebout, Cyrille, Laurent, Régis, Mallet-Ladeira, Sonia, Sournia-Saquet, Alix, Sárosi, Menyhárt B., Hey-Hawkins, Evamarie, Majoral, Jean-Pierre, Delavaux-Nicot, Béatrice, Caminade, Anne-Marie
• Format: Journal Article
• Language: English
• Published: WEINHEIM Blackwell Publishing Ltd 25.07.2016; Wiley; Wiley Subscription Services, Inc; Wiley-VCH Verlag
• Subjects: Alternations; Architecture; Chemical Sciences; Chemistry; Chemistry, Multidisciplinary; Color; Construction; Control stability; Coordination chemistry; Dendrimers; Electrochemistry; Emergence; Heredity; Mathematical models; Monitoring; Parents; phosphorus; Physical Sciences; Piperazine; Science & Technology; Solubility; Thermal properties; Thermal stability; Thermodynamic properties; Triazine; triazines; dendrimers; electrochemistry; BLOCK-COPOLYMERS; TRIAZINE-BASED DENDRONS; piperazine; PHOSPHORUS-CONTAINING DENDRIMERS; triazines; SYNTHETIC STRATEGY; GROWTH; DIVERSITY; UNITS; ARCHITECTURES; phosphorus
• ISSN: 0947-6539; 1521-3765
• DOI: 10.1002/chem.201601354

A new concept is presented, namely the synthesis of dendrimers intrinsically composed in alternation of building blocks pertaining to two known families of dendrimers: phosphorhydrazone dendrimers and triazine–piperazine dendrimers. These mixed dendrimers with layered controlled architecture inherit their easy 31P NMR characterization and their thermal stability from the phosphorhydrazone family, and their decreased solubility from the triazine–piperazine family. However, they have also their own and original characteristics. Both parent families are white powders, whereas the mixed dendrimers are yellow, orange, or red powders, depending on the generation. DFT calculations were carried out on model dendrons to understand these special color features. Remarkably, these dendrimers incorporating redox‐active organic entities allow for the first time the monitoring of the growth of an organic dendrimer by electrochemistry while highlighting an even–odd generation behavior. More than the sum of parts: New dendrimers have been synthesized that are intrinsically composed in alternation of building blocks pertaining to two known families of dendrimers: the phosphorhydrazone dendrimers and the triazine‐piperazine dendrimers. These mixed dendrimers with layered controlled architecture have inherited properties from their parents, but have also their own original properties.