Organic nanosynthesis of diarylfluorene-based ladder-type gridarene isomers via intramolecular A1-B1 type Friedel-Crafts gridization. Issue 40 (4th October 2018)

• Record Type: Journal Article
• Authors: Sun, Sixian; Ou, Changjin; Lin, Dongqing; Zuo, Zongyan; Yan, Yong; Wei, Ying; Liu, Yuyu; Xie, Linghai; Huang, Wei
• Is Part Of: Tetrahedron. Volume 74:Issue 40(2018)
• Page Start: 5833
• Page End: 5838
• Publication Date: 2018-10-04
• Subjects: Solution-processed nanogrid -- Diarylfluorene -- Ladder-type -- Configurational isomers -- Intramolecular Friedel-Crafts reaction; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2018.07.047
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Fluorene-based ladder-type nanogrids have been synthesized via the stepwise and iterative Friedel-Crafts/Suzuki cross-coupling reactions, and efficient intramolecular gridization reaction could enhance yield up to ∼95%. Multiple configurational isomers were successfully separated with the yield of 10%, 20% and 65% for Grid-DFCz-1, Grid-DFCz-2 and Grid-DFCz-3 respectively. The molecular configurations of Grid-arene isomers were characterized and confirmed by the NMR spectra. We found that molecular configuration has little influence on photophysical and electrochemical properties. Graphical abstract: