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Elongated and substituted triazine-based tricarboxylic acid linkers for MOFs.

ABSTRACT: New triazine-based tricarboxylic acid linkers were prepared as elongated relatives of triazinetribenzoic acid (TATB). Additionally, functional groups (NO₂, NH₂, OMe, OH) were introduced for potential post-synthetic modification (PSM) of MOFs. Functionalized tris(4-bromoaryl)triazine "cores" (3a,3b) were obtained by unsymmetric trimerization mixing one equivalent of an acid chloride (OMe or NO₂ substituted) with two equivalents of an unsubstituted nitrile. Triple Suzuki coupling of the cores 3 with suitable phenyl- and biphenylboronic acid derivatives provided elongated tricarboxylic acid linkers as carboxylic acids 17 and 20 or their esters 16 and 19. Reduction of the nitro group and cleavage of the methoxy group gave the respective amino and hydroxy-substituted triazine linkers.

SUBMITTER: Klinkebiel A

PROVIDER: S-EPMC5238681 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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Elongated and substituted triazine-based tricarboxylic acid linkers for MOFs.

Klinkebiel Arne A Beyer Ole O Malawko Barbara B Lüning Ulrich U

Beilstein journal of organic chemistry 20161027

New triazine-based tricarboxylic acid linkers were prepared as elongated relatives of triazinetribenzoic acid (TATB). Additionally, functional groups (NO2, NH2, OMe, OH) were introduced for potential post-synthetic modification (PSM) of MOFs. Functionalized tris(4-bromoaryl)triazine "cores" (3a,3b) were obtained by unsymmetric trimerization mixing one equivalent of an acid chloride (OMe or NO2 substituted) with two equivalents of an unsubstituted ni ...[more]

PMID: 28144293

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