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Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization
Authors:Lucian Gabriel Bahrin  Alina Nicolescu  Sergiu Shova  Narcisa Laura Marangoci  Lucian Mihail Birsa  Laura Gabriela Sarbu
Affiliation:1.Intelcentre, Petru Poni Institute of Macromolecular Chemistry, Romanian Academy, 41A Aleea Grigore Ghica Voda, 700487 Iasi, Romania; (A.N.); (S.S.); (N.L.M.);2.Department of Chemistry, Alexandru Ioan Cuza University of Iasi, 11 Carol I Blvd., 700506 Iasi, Romania;
Abstract:Mesitylene was used as a core in seven new tritopic nitrogen containing linkers. Three of the linkers, each containing three nitrile groups, were obtained through Suzuki, Sonogashira and Heck-type coupling reactions. Next, these were converted to tetrazol-5-yl moieties by the cycloaddition of sodium azide to the nitrile functionalities. The last linker, containing three 1,2,3-triazol-4-yl moieties, was synthesized by the Huisgen cycloaddition of phenyl azide to the corresponding alkyne. The latter was obtained via a Corey–Fuchs reaction sequence from the previously reported formyl derivative. As the proof of concept for their potential in MOF design, one of the nitriles was used to build an Ag-based network.
Keywords:C-C coupling   cycloaddition reaction   tetrazole   tritopic organic linker   1  2  3-triazole
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