Synthesis, Spectroscopic Characterization and Structures of Tributyltin(IV) 4-[((E)-1-{2-hydroxy-5-[(E)-2-(aryl)-1-diazenyl]phenyl}methylidene)amino]benzoates. Toxicity Studies on the Second Larval Instar of the Anopheles stephensi Mosquito Larvae

Baul, Tushar S. Basu; Das, Purnima; Rivarola, Eleonora; Song, Xueqing; Eng, George

doi:10.1007/s10904-009-9308-2

Cited by 6 publications

(3 citation statements)

References 30 publications

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“…Triorganotin(IV) carboxylates with bulky R groups attached to the tin atom generally adopt tetrahedral monomeric structures, while sterically less demanding R groups allow for the formation of polymeric structures, in which the carboxylate group bridges two tin atoms giving trigonal‐bipyramidal coordination geometries . Previously, triorganotin(IV) compounds derived from dithiocarbamates, tris( para ‐substituted phenyl)tins (XC 6 H 4 ) 3 SnY (where X = Cl, F, Me and SMe; Y = Cl, OH and OAc) and carboxylates/benzoates were synthesized and screened against Anopheles stephensi ( An. stephensi ) and Aedes aegypti mosquito larvae and adult mosquitoes.…”

Section: Introductionmentioning

confidence: 99%

“…stephensi ) and Aedes aegypti mosquito larvae and adult mosquitoes. The results show these compounds have advantages over toxic side effects and known resistance of organophosphorus insecticides . Another reason for the development of organotin(IV) compounds with larvicidal activity is their biodegradability in the environment to non‐toxic inorganic tin species through the progressive removal of the organic groups attached to the tin atom and lack of known resistance by mosquito larvae.…”

Section: Introductionmentioning

confidence: 99%

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Organotin(IV) complexes derived from proteinogenic amino acid: synthesis, structure and evaluation of larvicidal efficacy on Anopheles stephensi mosquito larvae

Baul

Kehie

Höpfl

et al. 2016

Applied Organom Chemis

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Five new organotin(IV) complexes of composition [Bz 2 SnL 1 ] n (1), [Bz 3 SnL 1 HÁH 2 O] (2), [Me 2 SnL 2 ÁH 2 O] (3), [Me 2 SnL 3 ] (4) and [Bz 3 SnL 3 H] n (5) (where L 1 = (2S)-2-{[(E)-(4-hydroxypentan-2-ylidene)]amino}-4-methylpentanoate, L 2 = (rac)-2-{[(E)-1-(2hydroxyphenyl)methylidene]amino}-4-methylpentanoate and L 3 = (2S)-or (rac)-2-{[(E)-1-(2-hydroxyphenyl)ethylidene]amino}-4methylpentanoate) were synthesized and characterized using 1 H NMR, 13 C NMR, 119 Sn NMR and infrared spectroscopic techniques. The crystal structure of 2 reveals a distorted trigonal-bipyramidal geometry around the tin atom where the oxygen atoms of the carboxylate ligand and a water ligand occupy the axial positions, while the three benzyl ligands are located at the equatorial positions. On the other hand, the analogous derivative of enantiopure L 3 H (5) consists of polymeric chains, in which the ligandbridged tin atoms adopt the same trans-Bz 3 SnO 2 trigonal-bipyramidal configuration and are now coordinated to a phenolic oxygen atom instead of H 2 O. In 2, the OH hydrogen of the ketoimine substituent has moved to the nearby nitrogen atom while in the salicylidene derivative 5, the OH is located almost midway between the phenolic oxygen atom and the nitrogen atom of the C¼N group. For the dibenzyltin derivative 1, a polymeric chain structure is observed as a result of a long intermolecular SnÁÁÁO bond involving the exocyclic carbonyl oxygen atom from the tridentate ligand of a neighbouring tin-complex unit. The tin atom in this complex has distorted octahedral coordination geometry. In contrast, the racemic dimethyltin(IV) complexes 3 and 4 display discrete monomeric structures with a distorted octahedral-and trigonal-bipyramidal geometry, respectively. The structures show that the coordination mode of the Schiff base ligand depends primarily on the number of bulky benzyl ligands (R) at the tin atom, as indeed found in the structures of related complexes where R = phenyl. With three bulky R groups, the tridentate chelating O,N, O coordination mode is preferred, whereas with fewer or less bulky R ligands, only the carboxylate and hydroxy groups are involved, which leads to polymers. Larvicidal efficacies of two of the new tribenzyltin(IV) complexes (2 and 5) were assessed on the second larval instar of Anopheles stephensi mosquito larvae and compared with two triphenyltin(IV) analogues, [Ph 3 SnL 1 H] n and [Ph 3 SnL 3 H] n . The results demonstrate that the compounds containing Sn-Ph ligands are more effective than those with Sn-Bz ligands.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Organotin(IV) complexes derived from proteinogenic amino acid: synthesis, structure and evaluation of larvicidal efficacy on Anopheles stephensi mosquito larvae

Baul

Kehie

Höpfl

et al. 2016

Applied Organom Chemis

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“…Apabila dibandingkan dengan kajian terdahulu, sebatian TFEF dan TFBF telah menunjukkan kesan larvisidal yang lebih baik terhadap larva Ae. aegypti (Basu Baul et al 2010;Eng et al 2003;Song et al 2004 …”

Section: Perbincanganunclassified

The Effectiveness of Diphenyltin (IV) and Triphenyltin (IV) Alkylphenyldithiocarbamate Compounds as Insecticide Against Aedes aegypti LINN. (Diptera: Culicidae) in Laboratory

Awang

Kasim

Othman

et al. 2014

JSKM

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Keberkesanan Sebatian Difenilstanum(IV) dan Trifenilstanum(IV) Alkilfenilditiokarbamat sebagai Insektisid ke Atas Aedes aegypti LINN. (Diptera: Culicidae) di Makmal The development of using insecticide of organotin(IV) compound against Aedes aegypti mosquitoes have been explored and test the effectiveness of compound to prevent resistance insecticide. The aim of this research was to examine the insecticidal effect which is larvisidal and adulticidal effect two series of diphenyltin(IV) and triphenyltin(IV) alkylphenyldithiocarbamate compounds against Ae. aegypti in laboratory. Four compounds which diphenyltin(IV) ethylphenylditiocarbamate (DFEF), triphenyltin(IV) ethylphenylditiocarbamate (TFEF), diphenyltin(IV) butylphenylditiocarbamate (DFBF) and triphenyltin(IV

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Syntheses and Crystal Structures of Di- and Trimethyltin Carboxylates: Ladders and 1D Zig–Zag Chains Polymers

Zhang

Ren

et al. 2011

J Inorg Organomet Polym

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Synthesis, Spectroscopic Characterization and Structures of Tributyltin(IV) 4-[((E)-1-{2-hydroxy-5-[(E)-2-(aryl)-1-diazenyl]phenyl}methylidene)amino]benzoates. Toxicity Studies on the Second Larval Instar of the Anopheles stephensi Mosquito Larvae

Cited by 6 publications

References 30 publications

Organotin(IV) complexes derived from proteinogenic amino acid: synthesis, structure and evaluation of larvicidal efficacy on Anopheles stephensi mosquito larvae

Organotin(IV) complexes derived from proteinogenic amino acid: synthesis, structure and evaluation of larvicidal efficacy on Anopheles stephensi mosquito larvae

The Effectiveness of Diphenyltin (IV) and Triphenyltin (IV) Alkylphenyldithiocarbamate Compounds as Insecticide Against Aedes aegypti LINN. (Diptera: Culicidae) in Laboratory

Syntheses and Crystal Structures of Di- and Trimethyltin Carboxylates: Ladders and 1D Zig–Zag Chains Polymers

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