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Dutch Resolution of a configurationally stable [5]helquat
- 1.
SYSNO ASEP 0489617 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Dutch Resolution of a configurationally stable [5]helquat Author(s) Severa, Lukáš (UOCHB-X) RID, ORCID
Sázelová, Petra (UOCHB-X) RID, ORCID
Císařová, I. (CZ)
Šaman, David (UOCHB-X) RID, ORCID
Koval, Dušan (UOCHB-X) RID, ORCID
Devadig, Pradeep (UOCHB-X)
Kašička, Václav (UOCHB-X) RID, ORCID
Teplý, Filip (UOCHB-X) RID, ORCIDSource Title Chirality. - : Wiley - ISSN 0899-0042
Roč. 30, č. 3 (2018), s. 254-260Number of pages 7 s. Language eng - English Country US - United States Keywords anion exchange ; chiral capillary electrophoresis ; chirality assignment ; helical conformation ; racemization barrier ; single enantiomers ; tartrate anions family Subject RIV CC - Organic Chemistry OECD category Organic chemistry R&D Projects GA15-01948S GA ČR - Czech Science Foundation (CSF) GA17-12648S GA ČR - Czech Science Foundation (CSF) GA17-04393S GA ČR - Czech Science Foundation (CSF) Institutional support UOCHB-X - RVO:61388963 UT WOS 000424886400005 EID SCOPUS 85039803621 DOI 10.1002/chir.22789 Annotation Synthesis and nontrivial optical resolution of a helicene-like dication, helquat 1, has been accomplished. Starting with gram scale of the racemic helquat 1 sample, Dutch Resolution using family of 3 tartrate anions was key to achieve successful separation of M and P helical enantiomers of 1. Hundreds of milligrams of each enantiomer of this configurationally stable C-2-symmetric helquat have been obtained. Racemization barrier of 1 has been determined. To our knowledge this is the first report on Dutch Resolution performed with a helicene-like compound. Moreover, there are no literature precedents for Dutch Resolution of chiral quaternary ammonium cations. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418 Year of Publishing 2019
Number of the records: 1