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Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization.


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.

SUBMITTER: Bahrin LG 

PROVIDER: S-EPMC8512016 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature

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Nitrogen-Based Linkers with a Mesitylene Core: Synthesis and Characterization.

Bahrin Lucian Gabriel LG   Nicolescu Alina A   Shova Sergiu S   Marangoci Narcisa Laura NL   Birsa Lucian Mihail LM   Sarbu Laura Gabriela LG  

Molecules (Basel, Switzerland) 20210930 19


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-<i>yl</i> moieties by the cycloaddition of sodium azide to the nitrile functionalities. The last linker, containing three 1,2,3-triazol-4-<i>yl</i> moieties, was synthesized by the Huisgen cycloaddition of phenyl azide to the corresponding al  ...[more]

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