{"title":"简单吸收光谱研究吡啶-N-氧化物对2,4,6-三硝基苯甲酸酯的亲核性","authors":"Sarifuddin Gazi, Ladapborlang Mawrie, Fazlur Rahman","doi":"10.2174/2213337210666230808152832","DOIUrl":null,"url":null,"abstract":"\n\nUnderstanding nucleophilicity of poor nucleophiles like pyridine-N-oxides.\n\n\n\nNucleophilicity plays a vital role in substitution reactions. It helps to determine the possibility and extent of the substitution reactions. The study of the nucleophilicity of poor nucleophiles is challenging, and it has limited substrate scope. Understanding the strength of nucleophilicity of such poor nucleophiles in a quantitative way is important.\n\n\n\nUnderstanding the strength of nucleophilicity of such poor nucleophiles in a quantitative way. Selection of appropriate electrophile for the reactions with the poor nucleophiles-pyridine-N-oxides. Development of suitable methodology for kinetic studies of the reaction.\n\n\n\nUV-Vis spectroscopic methods for monitoring the reactions.\n\n\n\nThe kinetic studies revealed that the second-order rate constants of the nucleophilic reactions are 1.67× 102 L mol-1 minute-1, 2.51 L mol-1 minute-1, 29.8 L mol-1 minute-1, where the nucleophiles are p-methylpyridine-N-oxide, pyridine-N-oxide, and p-nitropyridine-N-oxide, respectively. The UV-Vis spectroscopic analysis revealed the nucleophilicity of p-methylpyridine-N-oxide > pyridine-N-oxide > p-nitropyridine-N-oxide.\n\n\n\nThis comparative study suggests that the strength of nucleophilicity of the p-methylpyridine-N-oxide is 5.6 times and 66.53 times more than that of pyridine-N-oxide and p-nitropyridine-N-oxide, respectively, whereas the strength of nucleophilicity of the pyridine-N-oxide is 11.87 times more than that of p-nitropyridine-N-oxide.\n","PeriodicalId":10945,"journal":{"name":"Current Organocatalysis","volume":null,"pages":null},"PeriodicalIF":0.9000,"publicationDate":"2023-08-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Understanding nucleophilicity of pyridine-N-oxides towards 2,4,6-trinitrophenylbenzoate through simple absorption spectroscopic studies\",\"authors\":\"Sarifuddin Gazi, Ladapborlang Mawrie, Fazlur Rahman\",\"doi\":\"10.2174/2213337210666230808152832\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"\\n\\nUnderstanding nucleophilicity of poor nucleophiles like pyridine-N-oxides.\\n\\n\\n\\nNucleophilicity plays a vital role in substitution reactions. It helps to determine the possibility and extent of the substitution reactions. The study of the nucleophilicity of poor nucleophiles is challenging, and it has limited substrate scope. Understanding the strength of nucleophilicity of such poor nucleophiles in a quantitative way is important.\\n\\n\\n\\nUnderstanding the strength of nucleophilicity of such poor nucleophiles in a quantitative way. Selection of appropriate electrophile for the reactions with the poor nucleophiles-pyridine-N-oxides. Development of suitable methodology for kinetic studies of the reaction.\\n\\n\\n\\nUV-Vis spectroscopic methods for monitoring the reactions.\\n\\n\\n\\nThe kinetic studies revealed that the second-order rate constants of the nucleophilic reactions are 1.67× 102 L mol-1 minute-1, 2.51 L mol-1 minute-1, 29.8 L mol-1 minute-1, where the nucleophiles are p-methylpyridine-N-oxide, pyridine-N-oxide, and p-nitropyridine-N-oxide, respectively. The UV-Vis spectroscopic analysis revealed the nucleophilicity of p-methylpyridine-N-oxide > pyridine-N-oxide > p-nitropyridine-N-oxide.\\n\\n\\n\\nThis comparative study suggests that the strength of nucleophilicity of the p-methylpyridine-N-oxide is 5.6 times and 66.53 times more than that of pyridine-N-oxide and p-nitropyridine-N-oxide, respectively, whereas the strength of nucleophilicity of the pyridine-N-oxide is 11.87 times more than that of p-nitropyridine-N-oxide.\\n\",\"PeriodicalId\":10945,\"journal\":{\"name\":\"Current Organocatalysis\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":0.9000,\"publicationDate\":\"2023-08-08\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Current Organocatalysis\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.2174/2213337210666230808152832\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Current Organocatalysis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.2174/2213337210666230808152832","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
Understanding nucleophilicity of pyridine-N-oxides towards 2,4,6-trinitrophenylbenzoate through simple absorption spectroscopic studies
Understanding nucleophilicity of poor nucleophiles like pyridine-N-oxides.
Nucleophilicity plays a vital role in substitution reactions. It helps to determine the possibility and extent of the substitution reactions. The study of the nucleophilicity of poor nucleophiles is challenging, and it has limited substrate scope. Understanding the strength of nucleophilicity of such poor nucleophiles in a quantitative way is important.
Understanding the strength of nucleophilicity of such poor nucleophiles in a quantitative way. Selection of appropriate electrophile for the reactions with the poor nucleophiles-pyridine-N-oxides. Development of suitable methodology for kinetic studies of the reaction.
UV-Vis spectroscopic methods for monitoring the reactions.
The kinetic studies revealed that the second-order rate constants of the nucleophilic reactions are 1.67× 102 L mol-1 minute-1, 2.51 L mol-1 minute-1, 29.8 L mol-1 minute-1, where the nucleophiles are p-methylpyridine-N-oxide, pyridine-N-oxide, and p-nitropyridine-N-oxide, respectively. The UV-Vis spectroscopic analysis revealed the nucleophilicity of p-methylpyridine-N-oxide > pyridine-N-oxide > p-nitropyridine-N-oxide.
This comparative study suggests that the strength of nucleophilicity of the p-methylpyridine-N-oxide is 5.6 times and 66.53 times more than that of pyridine-N-oxide and p-nitropyridine-N-oxide, respectively, whereas the strength of nucleophilicity of the pyridine-N-oxide is 11.87 times more than that of p-nitropyridine-N-oxide.
期刊介绍:
Current Organocatalysis is an international peer-reviewed journal that publishes significant research in all areas of organocatalysis. The journal covers organo homogeneous/heterogeneous catalysis, innovative mechanistic studies and kinetics of organocatalytic processes focusing on practical, theoretical and computational aspects. It also includes potential applications of organocatalysts in the fields of drug discovery, synthesis of novel molecules, synthetic method development, green chemistry and chemoenzymatic reactions. This journal also accepts papers on methods, reagents, and mechanism of a synthetic process and technology pertaining to chemistry. Moreover, this journal features full-length/mini review articles within organocatalysis and synthetic chemistry. It is the premier source of organocatalysis and synthetic methods related information for chemists, biologists and engineers pursuing research in industry and academia.