Supramolecular dendritic pi-conjugated systems, II. Synthesis of glycinylurea functionalized pi-conjugated diphenylanthracene guests and their complexation with dendritic hosts

A new guest based on diphenylanthracene functionalized with glycinylurea was synthesized. The guest having trisdodecyloxyalkylic groups has been fully characterized by NMR spectroscopy (1H-NMR, 13C-NMR) and MALDI-TOF-MS. The resulting Guest was complexed with dendritic adamantyl urea Host of fifth generation and the association constant has been calculated. By size exclusion chromatography was proved that the multivalent host strongly binds 32 molecules of the DPA guests as a result of acid-base and hydrogen bonding interactions

Supramolecular dendritic pi-conjugated systems, II. Synthesis of glycinylurea functionalized pi-conjugated diphenylanthracene guests and their complexation with dendritic hosts

A new guest based on diphenylanthracene functionalized with glycinylurea was synthesized. The guest having trisdodecyloxyalkylic groups has been fully characterized by NMR spectroscopy (1H-NMR, 13C-NMR) and MALDI-TOF-MS. The resulting Guest was complexed with dendritic adamantyl urea Host of fifth generation and the association constant has been calculated. By size exclusion chromatography was proved that the multivalent host strongly binds 32 molecules of the DPA guests as a result of acid-base and hydrogen bonding interactions

Supramolecular dendritic pi-conjugated systems: synthesis of glycinylurea functionalized pi-conjugated diphenylanthracene guests and their complexation with dendritic hosts. Part I.

Glycinylurea functionalized p-conjugated diphenylanthracene guests (DPA guests) that bind to adamantyl urea modified dendritic hosts were synthesized and fully characterized by NMR spectroscopy (1H-NMR, 13C-NMR) and MALDI-TOF-MS. The resulting supramolecular assemblies have been investigated with respect to their binding properties. DPA guests molecules were able to click into urea functionalized N,N-bis methyl amine host as a result of acid-base (between COOH of the guest and amines of the host) and hydrogen bonding interactions (between the urea linkages of dendrimer and the guest). The guest molecules were bound as 1:1 inclusion complexes and the association constants for both guests have been calculated. Subsequently, an adamantyl urea modified fifth generation poly(propylene imine) dendrimer was synthesized as a multivalent host which contains 32 N,Nbis amine binding sites. Size exclusion chromatography showed that 32 of the DPA guests strongly bind to the fifth generation adamantyl functionalized dendritic host

Supramolecular dendritic pi-conjugated systems: synthesis of glycinylurea functionalized pi-conjugated diphenylanthracene guests and their complexation with dendritic hosts. Part I.

Glycinylurea functionalized p-conjugated diphenylanthracene guests (DPA guests) that bind to adamantyl urea modified dendritic hosts were synthesized and fully characterized by NMR spectroscopy (1H-NMR, 13C-NMR) and MALDI-TOF-MS. The resulting supramolecular assemblies have been investigated with respect to their binding properties. DPA guests molecules were able to click into urea functionalized N,N-bis methyl amine host as a result of acid-base (between COOH of the guest and amines of the host) and hydrogen bonding interactions (between the urea linkages of dendrimer and the guest). The guest molecules were bound as 1:1 inclusion complexes and the association constants for both guests have been calculated. Subsequently, an adamantyl urea modified fifth generation poly(propylene imine) dendrimer was synthesized as a multivalent host which contains 32 N,Nbis amine binding sites. Size exclusion chromatography showed that 32 of the DPA guests strongly bind to the fifth generation adamantyl functionalized dendritic host