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 964 0 |
 SM ISO690:2012ARDELEANU, Rodinel, DASCĂLU, Andrei Ioan, SHOVA, Sergiu, NICOLESCU, Alina Florica, ROŞCA, Irina, BRATANOVICI, Bogdan Ionel, LOZAN, Vasile, ROMAN, Gheorghe. 4′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-carboxylic acid: Synthetic approaches, single crystal X-ray structures and antimicrobial activity of intermediates. In: Journal of Molecular Structure, 2018, nr. 1173, pp. 63-71. ISSN 0022-2860. DOI: https://doi.org/10.1016/j.molstruc.2018.06.086 |
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  Journal of Molecular Structure |
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| Numărul 1173 / 2018 / ISSN 0022-2860 | |
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| DOI:https://doi.org/10.1016/j.molstruc.2018.06.086 | |
| Pag. 63-71 | |
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Two synthetic approaches towards 4′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-carboxylic acid, a valuable organic ligand for the preparation of metal-organic frameworks, are reported. The first reaction sequence leading to the target compound comprises the iodination of [1,1′-biphenyl]-4-carboxylic acid, formation of the methyl ester of 4′-iodo-[1,1′-biphenyl]-4-carboxylic acid, nucleophilic substitution of iodine with cyano, ring closure of tetrazole, and hydrolysis of the ester function. The second synthetic pathway starts from 4-bromobenzonitrile, which is converted through Suzuki coupling with 4-carboxyphenylboronic acid into 4′-cyano-[1,1′-biphenyl]-4-carboxylic acid, which in turn leads to the desired compound after ring closure of tetrazole. All of the synthesized compounds have been fully characterized by IR and 1H- and 13C-NMR spectroscopy. Single crystal X-ray structures are reported for the target compound and for methyl esters of 4′-iodo-[1,1′-biphenyl]-4-carboxylic acid and 4′-cyano-[1,1′-biphenyl]-4-carboxylic acid. The target compound and the intermediates showed no antimicrobial activity against Escherichia coli, Staphylococcus aureus and Candida albicans. |
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| Cuvinte-cheie Antimicrobial activity, Tetrazole, Multistep synthesis, Organic ligand, Single crystal X-ray structure |
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DataCite XML Export
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