Details

Autor(en) / Beteiligte

• Majewski, Marcin A
• Chmielewski, Piotr J
• Chien, Alan
• Hong, Yongseok
• Lis, Tadeusz
• Witwicki, Maciej
• Kim, Dongho
• Zimmerman, Paul M
• St pie, Marcin

Titel

5,10-Dimesityldiindeno[1,2-:2′,1′-]phenanthrene: a stable biradicaloid derived from Chichibabin's hydrocarbon

Ist Teil von

• Chemical science (Cambridge), 2019-03, Vol.1 (11), p.3413-342

Ort / Verlag

England: Royal Society of Chemistry

Erscheinungsjahr

2019

Quelle

EZB Electronic Journals Library

Beschreibungen/Notizen

• 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 (Δ E 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. A diindenophenanthrene biradicaloid, formally derived from Chichibabin's hydrocarbon, is obtained in a short, scalable synthesis.