Adisorn Khanthong, Korawit Khamphaijun, Araya Ruengsuk, Andrew Docker, Jonggol Tantirungrotechai, T. Limpanuparb, Thanthapatra Bunchuay
{"title":"Pillar[4]arene[1]thioarene: Synthesis and Host-Guest Binding Properties","authors":"Adisorn Khanthong, Korawit Khamphaijun, Araya Ruengsuk, Andrew Docker, Jonggol Tantirungrotechai, T. Limpanuparb, Thanthapatra Bunchuay","doi":"10.1055/a-1806-5999","DOIUrl":null,"url":null,"abstract":"The synthesis and characterisation of novel class of pillar[4]arene[1]thioarenes (P[4]A[1]SMe) are reported. Synthesised via an oxidation-thionation strategy, the replacement of a single dialkoxybenzene panel from parent pillar[5]arene (P[5]A) is achieved. 1H-NMR spectroscopic titration experiments, supported by DFT computational studies, revealed that P[4]A[1]SMe show starkly modulated host-guest binding properties for electron deficient aliphatic guests.","PeriodicalId":22319,"journal":{"name":"Synlett","volume":"54 1","pages":""},"PeriodicalIF":1.4000,"publicationDate":"2022-03-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"2","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synlett","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1055/a-1806-5999","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 2
Abstract
The synthesis and characterisation of novel class of pillar[4]arene[1]thioarenes (P[4]A[1]SMe) are reported. Synthesised via an oxidation-thionation strategy, the replacement of a single dialkoxybenzene panel from parent pillar[5]arene (P[5]A) is achieved. 1H-NMR spectroscopic titration experiments, supported by DFT computational studies, revealed that P[4]A[1]SMe show starkly modulated host-guest binding properties for electron deficient aliphatic guests.
期刊介绍:
SYNLETT is an international journal reporting research results and current trends in chemical synthesis in short personalized reviews and preliminary communications. It covers all fields of scientific endeavor that involve organic synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines and offers the possibility to publish scientific primary data.