Opis

• Tytuł:
  Axially Chiral Stable Radicals: Resolution and Characterization ofBlatter Radical Atropisomers
• Twórca:
  Bodzioch, Agnieszka;
  Pietrzak, Anna;
  Kaszynski, Piotr
• Współtwórca:
  Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, 90-363 Łodź , Poland;
  Department of Chemistry, Middle Tennessee State University, Murfreesboro, Tennessee 37132, United States;
  Faculty of Chemistry, University of Łodź , 91-403 ́ Łodź , Poland;
  Faculty of Chemistry, Łodź University of Technology, 90-924 Łodź , Poland
• Opis:
  Atropisomers of three Blatter radicals were obtainedby the addition of 8-substituted 1-naphthyllithiums to 3-phenyl and3-t-butylbenzo[e][1,2,4]triazine and separated by chiral high-performance liquid chromatography. Their absolute configurationswere assigned by a comparison of experimental and time-dependent density functional theory calculated electronic circulardichroism spectra. The free energy of activation,ΔG‡298, and thehalf life of racemization,t1/2, at 298 K were determined at∼25 kcal mol−1and <130 h, respectively. Intramolecularπ−πinteractionsin radicals were evident from single-crystal X-ray diffraction, density functional theory, and electrochemical analyses.;
  This work was supported by the Foundation for Polish Science(TEAM/2016-3/24) and National Science Centre (2020/38/A/ST4/00597 and 2019/03/X/ST4/01147) grants. We thankProf. Piotr Chmielewski (Wrocław University) for assistancewith ECD measurements.
• Dostępność obiektu:
  Dostęp otwarty
• Rights:
  Uznanie autorstwa 4.0 Międzynarodowe;
  http://creativecommons.org/licenses/by/4.0
• Date:
  2023.09.04;
  2021.09.17
• Type:
  Article
• Language:
  angielski
• Format:
  application/pdf
• Publisher:
  American Chemical Society
• Relation:
  Organic Letters;;
  23
• Subject:
  Aromatic compounds;
  Hydrocarbons;
  Kinetic parameters;
  Molecular structure;
  Reaction products
• Identifier:
  Org. Lett. 2021, 23, 19, 7508–7512;
  1523-7060;
  http://hdl.handle.net/11089/47855 ;
  1523-7052;
  10.1021/acs.orglett.1c02733
• Data provider:
  Repozytorium Uniwersytetu Łódzkiego
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• Type:
  obrazy