Design, synthesis, and characterization of conifer-shaped dendritic architectures

Chemistry : a European Journal
George R NewkomeCharles N Moorefield

Abstract

An elongated structural design leading to more conical-shaped dendritic architectures by using a combination of 1-->3, 1-->(2+1), and 1-->(2+1 Me) C-branched monomers is presented. Synthesis of the conifer-shaped macromolecule was achieved by reaction between isocyanate 20 and amine 26 in dry CH2Cl2. A resultant extended focal adamantane-modified dendron was deprotected to generate the water-soluble product, which was subsequently complexed with beta-cyclodextrin in D2O to create the desired tree-like product. Host-guest interactions of the adamantane moiety with the beta-cyclodextrin cavity were monitored by 1H NMR spectroscopy. All monomers, key intermediates, and final products were fully characterized by 1H and 13C NMR spectroscopy, ESI or MALDI-TOF mass spectrometry, and IR spectroscopy.

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Citations

Sep 5, 1996·Biochimica Et Biophysica Acta·T LechnerP Loidl
May 18, 2007·Chemistry : a European Journal·Poorva GoyalMarcus Weck
Jul 30, 2010·Chemical Reviews·George R Newkome, Carol Shreiner
Dec 21, 2013·Journal of the American Chemical Society·Maxime GrillaudAlberto Bianco

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