Synthesis and characterization of tributyltin(IV) complexes of 2-[(<i>E</i>)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[((<i>E</i>)-1-\2-hydroxy-5-[(<i>E</i>)-2-(2-carboxyphenyl)-1-diazenyl]phenyl\methylidene)amino]aryls – crystal structures of polymeric (Bu3Sn[O2CC6H4\NN(C6H3-4-OH-5-CHO)\-<i>o</i>])n and (Bu3Sn[O2CC6H4\NN(C6H3-4-OH(C(H)NC6H4Cl-4))\-<i>o</i>])n – toxicity studies on the second instar of <i>Aedes aegypti</i> mosquito larvae. Basu Baul, T. S., Singh, K. S., Song, X., Zapata, A., Eng, G., Lycka, A., & Linden, A. Journal of Organometallic Chemistry, 689(25):4702–4711, December, 2004.
Paper doi abstract bibtex The tri-n-butyltin(IV) complexes of 2-[(E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[((E)-1-\2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl\methylidene)amino]aryls (aryls=4-CH3, 4-Br, 4-Cl, 4-OCH3) have been synthesized and characterized by 1H, 13C, 119Sn NMR, IR and 119mSn Mössbauer spectroscopic techniques in combination with elemental analysis. The crystal structures of two compounds, (Bu3Sn[O2CC6H4\NN(C6H3-4-OH-5-CHO)\-o])n and (Bu3Sn[O2CC6H4\NN(C6H3-4-OH(C(H)NC6H4Cl-4))\-o])n, are reported.The crystallographic and 119Sn Mössbauer data both indicate that the tributyltin complexes form single-stranded polymeric structures in which the carboxylate O atoms of each aryl ligand bridge two Sn atoms. The Sn atoms have a slighly distorted trigonal bipyramidal coordination geometry with equatorial butyl groups and carboxylate O atoms occupying axial positions. The 119Sn NMR spectroscopic data and the 1J(13C–119/117Sn) coupling constant indicate a tetrahedral coordination geometry in non-coordinating solvents. The results of a toxicity study of a tributyltin compound on the second larval instar of Aedes aegypti mosquito larvae are reported.
@article{basu_baul_synthesis_2004,
series = {Second {International} {Symposium} on {Bio}-{Organometallic} {Chemistry} - {Dedicated} to {Professor} {Richard} {H}. {Fish} on the occasion of his 65th birthday},
title = {Synthesis and characterization of tributyltin({IV}) complexes of 2-[(\textit{{E}})-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[((\textit{{E}})-1-\{2-hydroxy-5-[(\textit{{E}})-2-(2-carboxyphenyl)-1-diazenyl]phenyl\}methylidene)amino]aryls – crystal structures of polymeric ({Bu3Sn}[{O2CC6H4}\{{NN}({C6H3}-4-{OH}-5-{CHO})\}-\textit{o}])n and ({Bu3Sn}[{O2CC6H4}\{{NN}({C6H3}-4-{OH}({C}({H}){NC6H4Cl}-4))\}-\textit{o}])n – toxicity studies on the second instar of \textit{{Aedes} aegypti} mosquito larvae},
volume = {689},
issn = {0022-328X},
url = {https://www.sciencedirect.com/science/article/pii/S0022328X0400662X},
doi = {10.1016/j.jorganchem.2004.08.038},
abstract = {The tri-n-butyltin(IV) complexes of 2-[(E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[((E)-1-\{2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl\}methylidene)amino]aryls (aryls=4-CH3, 4-Br, 4-Cl, 4-OCH3) have been synthesized and characterized by 1H, 13C, 119Sn NMR, IR and 119mSn Mössbauer spectroscopic techniques in combination with elemental analysis. The crystal structures of two compounds, (Bu3Sn[O2CC6H4\{NN(C6H3-4-OH-5-CHO)\}-o])n and (Bu3Sn[O2CC6H4\{NN(C6H3-4-OH(C(H)NC6H4Cl-4))\}-o])n, are reported.The crystallographic and 119Sn Mössbauer data both indicate that the tributyltin complexes form single-stranded polymeric structures in which the carboxylate O atoms of each aryl ligand bridge two Sn atoms. The Sn atoms have a slighly distorted trigonal bipyramidal coordination geometry with equatorial butyl groups and carboxylate O atoms occupying axial positions. The 119Sn NMR spectroscopic data and the 1J(13C–119/117Sn) coupling constant indicate a tetrahedral coordination geometry in non-coordinating solvents. The results of a toxicity study of a tributyltin compound on the second larval instar of Aedes aegypti mosquito larvae are reported.},
number = {25},
urldate = {2024-07-24},
journal = {Journal of Organometallic Chemistry},
author = {Basu Baul, Tushar S. and Singh, Keisham Surjit and Song, Xueqing and Zapata, Alejandra and Eng, George and Lycka, Antonin and Linden, Anthony},
month = dec,
year = {2004},
keywords = {2-[()-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid, 4-[(()-1-\{2-hydroxy-5-[()-2-(2-carboxyphenyl)-1-diazenyl]phenyl\}methylidene)amino]aryls, Carboxylates, Crystal structure, Mössbauer, NMR, Toxicity study, Tributyltin},
pages = {4702--4711},
}
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{"_id":"E2tAgo5inf9HK5GsD","bibbaseid":"basubaul-singh-song-zapata-eng-lycka-linden-synthesisandcharacterizationoftributyltinivcomplexesof2iei23formyl4hydroxyphenyl1diazenylbenzoicacidand4iei12hydroxy5iei22carboxyphenyl1diazenylphenylmethylideneaminoarylscrystalstructuresofpolymericbu3sno2cc6h4nnc6h34oh5choioinandbu3sno2cc6h4nnc6h34ohchnc6h4cl4iointoxicitystudiesonthesecondinstarofiaedesaegyptiimosquitolarvae-2004","author_short":["Basu Baul, T. S.","Singh, K. S.","Song, X.","Zapata, A.","Eng, G.","Lycka, A.","Linden, A."],"bibdata":{"bibtype":"article","type":"article","series":"Second International Symposium on Bio-Organometallic Chemistry - Dedicated to Professor Richard H. Fish on the occasion of his 65th birthday","title":"Synthesis and characterization of tributyltin(IV) complexes of 2-[(<i>E</i>)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[((<i>E</i>)-1-\\2-hydroxy-5-[(<i>E</i>)-2-(2-carboxyphenyl)-1-diazenyl]phenyl\\methylidene)amino]aryls – crystal structures of polymeric (Bu3Sn[O2CC6H4\\NN(C6H3-4-OH-5-CHO)\\-<i>o</i>])n and (Bu3Sn[O2CC6H4\\NN(C6H3-4-OH(C(H)NC6H4Cl-4))\\-<i>o</i>])n – toxicity studies on the second instar of <i>Aedes aegypti</i> mosquito larvae","volume":"689","issn":"0022-328X","url":"https://www.sciencedirect.com/science/article/pii/S0022328X0400662X","doi":"10.1016/j.jorganchem.2004.08.038","abstract":"The tri-n-butyltin(IV) complexes of 2-[(E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[((E)-1-\\2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl\\methylidene)amino]aryls (aryls=4-CH3, 4-Br, 4-Cl, 4-OCH3) have been synthesized and characterized by 1H, 13C, 119Sn NMR, IR and 119mSn Mössbauer spectroscopic techniques in combination with elemental analysis. The crystal structures of two compounds, (Bu3Sn[O2CC6H4\\NN(C6H3-4-OH-5-CHO)\\-o])n and (Bu3Sn[O2CC6H4\\NN(C6H3-4-OH(C(H)NC6H4Cl-4))\\-o])n, are reported.The crystallographic and 119Sn Mössbauer data both indicate that the tributyltin complexes form single-stranded polymeric structures in which the carboxylate O atoms of each aryl ligand bridge two Sn atoms. The Sn atoms have a slighly distorted trigonal bipyramidal coordination geometry with equatorial butyl groups and carboxylate O atoms occupying axial positions. The 119Sn NMR spectroscopic data and the 1J(13C–119/117Sn) coupling constant indicate a tetrahedral coordination geometry in non-coordinating solvents. The results of a toxicity study of a tributyltin compound on the second larval instar of Aedes aegypti mosquito larvae are reported.","number":"25","urldate":"2024-07-24","journal":"Journal of Organometallic Chemistry","author":[{"propositions":[],"lastnames":["Basu","Baul"],"firstnames":["Tushar","S."],"suffixes":[]},{"propositions":[],"lastnames":["Singh"],"firstnames":["Keisham","Surjit"],"suffixes":[]},{"propositions":[],"lastnames":["Song"],"firstnames":["Xueqing"],"suffixes":[]},{"propositions":[],"lastnames":["Zapata"],"firstnames":["Alejandra"],"suffixes":[]},{"propositions":[],"lastnames":["Eng"],"firstnames":["George"],"suffixes":[]},{"propositions":[],"lastnames":["Lycka"],"firstnames":["Antonin"],"suffixes":[]},{"propositions":[],"lastnames":["Linden"],"firstnames":["Anthony"],"suffixes":[]}],"month":"December","year":"2004","keywords":"2-[()-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid, 4-[(()-1-\\2-hydroxy-5-[()-2-(2-carboxyphenyl)-1-diazenyl]phenyl\\methylidene)amino]aryls, Carboxylates, Crystal structure, Mössbauer, NMR, Toxicity study, Tributyltin","pages":"4702–4711","bibtex":"@article{basu_baul_synthesis_2004,\n\tseries = {Second {International} {Symposium} on {Bio}-{Organometallic} {Chemistry} - {Dedicated} to {Professor} {Richard} {H}. {Fish} on the occasion of his 65th birthday},\n\ttitle = {Synthesis and characterization of tributyltin({IV}) complexes of 2-[(\\textit{{E}})-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[((\\textit{{E}})-1-\\{2-hydroxy-5-[(\\textit{{E}})-2-(2-carboxyphenyl)-1-diazenyl]phenyl\\}methylidene)amino]aryls – crystal structures of polymeric ({Bu3Sn}[{O2CC6H4}\\{{NN}({C6H3}-4-{OH}-5-{CHO})\\}-\\textit{o}])n and ({Bu3Sn}[{O2CC6H4}\\{{NN}({C6H3}-4-{OH}({C}({H}){NC6H4Cl}-4))\\}-\\textit{o}])n – toxicity studies on the second instar of \\textit{{Aedes} aegypti} mosquito larvae},\n\tvolume = {689},\n\tissn = {0022-328X},\n\turl = {https://www.sciencedirect.com/science/article/pii/S0022328X0400662X},\n\tdoi = {10.1016/j.jorganchem.2004.08.038},\n\tabstract = {The tri-n-butyltin(IV) complexes of 2-[(E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[((E)-1-\\{2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl\\}methylidene)amino]aryls (aryls=4-CH3, 4-Br, 4-Cl, 4-OCH3) have been synthesized and characterized by 1H, 13C, 119Sn NMR, IR and 119mSn Mössbauer spectroscopic techniques in combination with elemental analysis. The crystal structures of two compounds, (Bu3Sn[O2CC6H4\\{NN(C6H3-4-OH-5-CHO)\\}-o])n and (Bu3Sn[O2CC6H4\\{NN(C6H3-4-OH(C(H)NC6H4Cl-4))\\}-o])n, are reported.The crystallographic and 119Sn Mössbauer data both indicate that the tributyltin complexes form single-stranded polymeric structures in which the carboxylate O atoms of each aryl ligand bridge two Sn atoms. The Sn atoms have a slighly distorted trigonal bipyramidal coordination geometry with equatorial butyl groups and carboxylate O atoms occupying axial positions. The 119Sn NMR spectroscopic data and the 1J(13C–119/117Sn) coupling constant indicate a tetrahedral coordination geometry in non-coordinating solvents. The results of a toxicity study of a tributyltin compound on the second larval instar of Aedes aegypti mosquito larvae are reported.},\n\tnumber = {25},\n\turldate = {2024-07-24},\n\tjournal = {Journal of Organometallic Chemistry},\n\tauthor = {Basu Baul, Tushar S. and Singh, Keisham Surjit and Song, Xueqing and Zapata, Alejandra and Eng, George and Lycka, Antonin and Linden, Anthony},\n\tmonth = dec,\n\tyear = {2004},\n\tkeywords = {2-[()-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid, 4-[(()-1-\\{2-hydroxy-5-[()-2-(2-carboxyphenyl)-1-diazenyl]phenyl\\}methylidene)amino]aryls, Carboxylates, Crystal structure, Mössbauer, NMR, Toxicity study, Tributyltin},\n\tpages = {4702--4711},\n}\n\n\n\n\n\n\n\n\n\n\n\n","author_short":["Basu Baul, T. S.","Singh, K. 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