{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Ikai T"],"funding":["Division of Materials Research","Japan Society for the Promotion of Science"],"pagination":["20483-20487"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9080901"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["8(37)"],"pubmed_abstract":["A pair of optically active triptycene derivatives ((<i>R</i>,<i>R</i>)- and (<i>S</i>,<i>S</i>)-8) with a distorted cyclic structure were synthesized <i>via</i> an intramolecular etherification and evaluated as a novel chiral selector for high-performance liquid chromatography. The (<i>R</i>,<i>R</i>)- and (<i>S</i>,<i>S</i>)-8-based chiral stationary phases (CSPs) were found to be particularly effective in the resolution of axially chiral biaryl compounds. The importance of the distorted cyclic structure present in 8 for chiral recognition was demonstrated by comparisons with the corresponding non-cyclic model compound ((<i>R</i>,<i>R</i>)-9), which did not display enantioselectivity in the separation of the test racemates."],"journal":["RSC advances"],"pubmed_title":["Optically active distorted cyclic triptycenes: chiral stationary phases for HPLC."],"pmcid":["PMC9080901"],"funding_grant_id":["R2702","17K05875","DMR-1410718"],"pubmed_authors":["Nagata N","Awata S","Mizuno M","Wada Y","Ikai T","Maeda K","Swager TM"],"additional_accession":[]},"is_claimable":false,"name":"Optically active distorted cyclic triptycenes: chiral stationary phases for HPLC.","description":"A pair of optically active triptycene derivatives ((<i>R</i>,<i>R</i>)- and (<i>S</i>,<i>S</i>)-8) with a distorted cyclic structure were synthesized <i>via</i> an intramolecular etherification and evaluated as a novel chiral selector for high-performance liquid chromatography. The (<i>R</i>,<i>R</i>)- and (<i>S</i>,<i>S</i>)-8-based chiral stationary phases (CSPs) were found to be particularly effective in the resolution of axially chiral biaryl compounds. The importance of the distorted cyclic structure present in 8 for chiral recognition was demonstrated by comparisons with the corresponding non-cyclic model compound ((<i>R</i>,<i>R</i>)-9), which did not display enantioselectivity in the separation of the test racemates.","dates":{"release":"2018-01-01T00:00:00Z","publication":"2018 Jun","modification":"2025-04-04T20:50:24.421Z","creation":"2025-02-19T03:25:11.255Z"},"accession":"S-EPMC9080901","cross_references":{"pubmed":["35542365"],"doi":["10.1039/c8ra04434a"]}}