Convergent Synthesis of Noncovalent Metallodendrimers Containing Hydrophobic Dendrons at the Periphery

• Published in: Journal of organic chemistry Vol. 66; no. 13; pp. 4643 - 4650
• Main Authors: van Manen, Henk-Jan, Fokkens, Roel H, Nibbering, Nico M. M, van Veggel, Frank C. J. M, Reinhoudt, David N
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 29-06-2001
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo0101757

The noncovalent synthesis of “layer-block” metallodendrimers containing hydrophobic shells of covalent dendritic wedges at the periphery is described. Starting from first- and second-generation Fréchet wedges having phosphines at their focal point, convergent dendritic growth yields third- and fourth-generation metallodendrimers in which the coordination of nitriles, pyridines, and phosphines to SCS PdII pincers is used as the assembly motif. In this convergent growth, the number of terminal hydrophobic phosphine wedges increases with generation. The solubility of the dendritic structures in apolar organic solvents such as chloroform and dichloromethane increases accordingly, in contrast to previously reported metallodendrimers. All dendritic structures were characterized by 1H and 31P NMR spectroscopy, elemental analysis, and MALDI-TOF mass spectrometry.