N. Prabhu, J. Jyoti, R. Kumari, J. Singh, R. Butcher
{"title":"无环多有机酒精醚及其功能活性:空间负担六烷基(烷基)基因组乙基苯[(RECH2)6C6] [E=S或Se]的合成及其作为Hg2+离子选择性离子载体的潜力","authors":"N. Prabhu, J. Jyoti, R. Kumari, J. Singh, R. Butcher","doi":"10.2174/2212796816666220509145236","DOIUrl":null,"url":null,"abstract":"\n\nAn efficient synthesis of hexakis(alkylthio/selenomethyl)benzenes [(RSCH2)6C6 and (RSeCH2)6C6] (1-14) (where, R= nPr, iPr, nBu, iBu, sBu, tBu, nPent, iPent, and 2-Methyl-1-butyl) by the reaction of hexakis(bromomethyl)benzene with alkylthio or alkylseleno (RS-/RSe-) anions are demonstrated.\n\n\n\nThey have been characterized by physicochemical and spectroscopic methods including single crystal X-ray crystallography. The balances between multiple [C(sp3)-H…S] or [C(sp3)-H…Se] intramolecular interactions in these species appear to decide their stability. Preliminary spectroscopic (UV-vis. and fluorescence) data on the behavior of alkylchalcogeno substituted hexa-benzenes in solution revealed their potential as ion-sensing species and function as highly selective ionophores for Ag+ and Hg2+ ions recognition.\n\n\n\nIn situ, (Hg-S) and (Hg-Se) bond formation on interaction with the chosen hexa-species (2 and 10) and Hg2+ cation revealed a unique ‘turn-off’ or ‘turn-on’ emissive behavior and these function act as reporting fluorescent tool for Hg2+ quantification without use of any external fluorophore.\n\n\n\nThe present study describes an efficient and simple route for the synthesis of sterically encumbered poly-alkylthio/seleno benzenes in high purity and good yields.\n","PeriodicalId":10784,"journal":{"name":"Current Chemical Biology","volume":"20 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2022-05-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Acyclic polyorganochalcogenoethers and their functional activities: Synthesis of sterically encumbered hexakis(alkylchalcogenomethyl)benzenes [(RECH2)6C6] [E=S or Se] and their potential as selective ionophores for Hg2+ ions\",\"authors\":\"N. Prabhu, J. Jyoti, R. Kumari, J. Singh, R. Butcher\",\"doi\":\"10.2174/2212796816666220509145236\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"\\n\\nAn efficient synthesis of hexakis(alkylthio/selenomethyl)benzenes [(RSCH2)6C6 and (RSeCH2)6C6] (1-14) (where, R= nPr, iPr, nBu, iBu, sBu, tBu, nPent, iPent, and 2-Methyl-1-butyl) by the reaction of hexakis(bromomethyl)benzene with alkylthio or alkylseleno (RS-/RSe-) anions are demonstrated.\\n\\n\\n\\nThey have been characterized by physicochemical and spectroscopic methods including single crystal X-ray crystallography. The balances between multiple [C(sp3)-H…S] or [C(sp3)-H…Se] intramolecular interactions in these species appear to decide their stability. Preliminary spectroscopic (UV-vis. and fluorescence) data on the behavior of alkylchalcogeno substituted hexa-benzenes in solution revealed their potential as ion-sensing species and function as highly selective ionophores for Ag+ and Hg2+ ions recognition.\\n\\n\\n\\nIn situ, (Hg-S) and (Hg-Se) bond formation on interaction with the chosen hexa-species (2 and 10) and Hg2+ cation revealed a unique ‘turn-off’ or ‘turn-on’ emissive behavior and these function act as reporting fluorescent tool for Hg2+ quantification without use of any external fluorophore.\\n\\n\\n\\nThe present study describes an efficient and simple route for the synthesis of sterically encumbered poly-alkylthio/seleno benzenes in high purity and good yields.\\n\",\"PeriodicalId\":10784,\"journal\":{\"name\":\"Current Chemical Biology\",\"volume\":\"20 1\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2022-05-09\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Current Chemical Biology\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.2174/2212796816666220509145236\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Current Chemical Biology","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.2174/2212796816666220509145236","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Acyclic polyorganochalcogenoethers and their functional activities: Synthesis of sterically encumbered hexakis(alkylchalcogenomethyl)benzenes [(RECH2)6C6] [E=S or Se] and their potential as selective ionophores for Hg2+ ions
An efficient synthesis of hexakis(alkylthio/selenomethyl)benzenes [(RSCH2)6C6 and (RSeCH2)6C6] (1-14) (where, R= nPr, iPr, nBu, iBu, sBu, tBu, nPent, iPent, and 2-Methyl-1-butyl) by the reaction of hexakis(bromomethyl)benzene with alkylthio or alkylseleno (RS-/RSe-) anions are demonstrated.
They have been characterized by physicochemical and spectroscopic methods including single crystal X-ray crystallography. The balances between multiple [C(sp3)-H…S] or [C(sp3)-H…Se] intramolecular interactions in these species appear to decide their stability. Preliminary spectroscopic (UV-vis. and fluorescence) data on the behavior of alkylchalcogeno substituted hexa-benzenes in solution revealed their potential as ion-sensing species and function as highly selective ionophores for Ag+ and Hg2+ ions recognition.
In situ, (Hg-S) and (Hg-Se) bond formation on interaction with the chosen hexa-species (2 and 10) and Hg2+ cation revealed a unique ‘turn-off’ or ‘turn-on’ emissive behavior and these function act as reporting fluorescent tool for Hg2+ quantification without use of any external fluorophore.
The present study describes an efficient and simple route for the synthesis of sterically encumbered poly-alkylthio/seleno benzenes in high purity and good yields.
期刊介绍:
Current Chemical Biology aims to publish full-length and mini reviews on exciting new developments at the chemistry-biology interface, covering topics relating to Chemical Synthesis, Science at Chemistry-Biology Interface and Chemical Mechanisms of Biological Systems. Current Chemical Biology covers the following areas: Chemical Synthesis (Syntheses of biologically important macromolecules including proteins, polypeptides, oligonucleotides, oligosaccharides etc.; Asymmetric synthesis; Combinatorial synthesis; Diversity-oriented synthesis; Template-directed synthesis; Biomimetic synthesis; Solid phase biomolecular synthesis; Synthesis of small biomolecules: amino acids, peptides, lipids, carbohydrates and nucleosides; and Natural product synthesis).