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5,10-Dimesityldiindeno[1,2-a:2',1'-i]phenanthrene: a stable biradicaloid derived from Chichibabin's hydrocarbon.
Majewski, Marcin A; Chmielewski, Piotr J; Chien, Alan; Hong, Yongseok; Lis, Tadeusz; Witwicki, Maciej; Kim, Dongho; Zimmerman, Paul M; Stepien, Marcin.
Afiliación
  • Majewski MA; Wydzial Chemii , Uniwersytet Wroclawski , ul. F. Joliot-Curie 14 , 50-383 Wroclaw , Poland . Email: marcin.stepien@chem.uni.wroc.pl ; http://www.mstepien.edu.pl.
  • Chmielewski PJ; Wydzial Chemii , Uniwersytet Wroclawski , ul. F. Joliot-Curie 14 , 50-383 Wroclaw , Poland . Email: marcin.stepien@chem.uni.wroc.pl ; http://www.mstepien.edu.pl.
  • Chien A; Department of Chemistry , University of Michigan , 930 N. University Ave , Ann Arbor , MI 48109 , USA . Email: paulzim@umich.edu.
  • Hong Y; Department of Chemistry , Yonsei University , 50 Yonsei-ro , Seoul 120-749 , Korea . Email: dongho@yonsei.ac.kr.
  • Lis T; Wydzial Chemii , Uniwersytet Wroclawski , ul. F. Joliot-Curie 14 , 50-383 Wroclaw , Poland . Email: marcin.stepien@chem.uni.wroc.pl ; http://www.mstepien.edu.pl.
  • Witwicki M; Wydzial Chemii , Uniwersytet Wroclawski , ul. F. Joliot-Curie 14 , 50-383 Wroclaw , Poland . Email: marcin.stepien@chem.uni.wroc.pl ; http://www.mstepien.edu.pl.
  • Kim D; Department of Chemistry , Yonsei University , 50 Yonsei-ro , Seoul 120-749 , Korea . Email: dongho@yonsei.ac.kr.
  • Zimmerman PM; Department of Chemistry , University of Michigan , 930 N. University Ave , Ann Arbor , MI 48109 , USA . Email: paulzim@umich.edu.
  • Stepien M; Wydzial Chemii , Uniwersytet Wroclawski , ul. F. Joliot-Curie 14 , 50-383 Wroclaw , Poland . Email: marcin.stepien@chem.uni.wroc.pl ; http://www.mstepien.edu.pl.
Chem Sci ; 10(11): 3413-3420, 2019 Mar 21.
Article en En | MEDLINE | ID: mdl-30996930
A diindenophenanthrene biradicaloid, formally derived from Chichibabin's hydrocarbon, is obtained in a short, scalable synthesis. The present system is electron-rich and devoid of conjugated substituents, and still exhibits very good stability under ambient conditions. The introduction of the diindeno[1,2-a:2',1'-i] phenanthrene ring framework results in a singlet biradicaloid system with an easily accessible triplet state (ΔE S-T = -1.30 kcal mol-1) and a small electronic bandgap (1.39 V). The stability limits of the title hydrocarbon were explored systematically in the solid state, to reveal an unusual thermally initiated hydrogen-scrambling oligomerization process.

Texto completo: 1 Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2019 Tipo del documento: Article

Texto completo: 1 Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2019 Tipo del documento: Article