SYNTHESIS AND FUNGICIDAL ACTIVITY OF TETRAZOLYLBIPHENYLS
Abstract
Biphenyl derivatives containing 5-tetrazolyl moiety in position C4 and C4′ position of aromatic rings were synthesized by reaction of 1,3-dipolar cycloaddition. Biphenyl derivatives with 1-tetrazolyl moiety in the C2, C4 and C4′ position of aromatic rings were prepared by reacting the corresponding amines with orthoformic ester and sodium azide. The physicochemical spectral characteristics and fungicidal activity of the synthesized compounds were studied. The sensitivity of the pathogenic fungus Botrytis cinerea, Fusarium sp., Penicillium sp., Alternaria sp., Colletotrichum sp. against isomeric 4, 4′-tetrazolyl biphenyl derivatives was investigated. Tests have shown that the 5-tetrazolyl biphenyl poseses a much stronger inhibitory effect on the growth of pathogenic fungi than 1-tetrazole isomer. The phytotoxicity studies and influence of additional hydrophilic and hydrophobic groups in the biphenyl moiety were investigated for 4,4-di (1H-tetrazol-5-yl)-
biphenyl and 2-substituted derivatives. The strongest fungicidal effect was observed for 0.1 % solutions of samples of 4,4′-di (1H-tetrazol-5-yl) -biphenyl-2-ol and 5,5′- (2- (hexyloxy) biphenyl 4,4′-diyl) bis (1H-tetrazole). The optimum balance of high fungicidal activity and low phytotoxicity determined for 5,5′- (2- (hexyloxy) biphenyl-4,4′-diyl) bis (1H-tetrazole).
biphenyl and 2-substituted derivatives. The strongest fungicidal effect was observed for 0.1 % solutions of samples of 4,4′-di (1H-tetrazol-5-yl) -biphenyl-2-ol and 5,5′- (2- (hexyloxy) biphenyl 4,4′-diyl) bis (1H-tetrazole). The optimum balance of high fungicidal activity and low phytotoxicity determined for 5,5′- (2- (hexyloxy) biphenyl-4,4′-diyl) bis (1H-tetrazole).
About the Authors
Y. V. Matvеienko
Institute of Chemistry of New Materials of the National Academy of Sciences of Belarus
Belarus
Scientific Researcher.
Belarus
Scientific Researcher.
A. A. Pар
Institute of Chemistry of New Materials of the National Academy of Sciences of Belarus
Belarus
Senior Scientific.
Belarus
Senior Scientific.
L. A. Golovchenko
Central Botanical Garden of the National Academy of Sciences of Belarus
Belarus
Scientific Researcher.
Belarus
Scientific Researcher.
V. K. Olkhovik
Institute of Chemistry of New Materials of the National Academy of Sciences of Belarus
Belarus
Ph. D. (Chemistry), Head of lab.
Belarus
Ph. D. (Chemistry), Head of lab.
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