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- Title
Postfunctionalization of BN-Embedded Polycyclic Aromatic Compounds for Fine-Tuning of Their Molecular Properties.
- Authors
Wang, Xiao ‐ Ye; Yang, Dong ‐ Chu; Zhuang, Fang ‐ Dong; Liu, Jia ‐ Jie; Wang, Jie ‐ Yu; Pei, Jian
- Abstract
New BN-embedded, thiophene-fused, polycyclic aromatic compounds with planar geometry were designed and synthesized. The molecules showed excellent stability and chemical robustness. Postfunctionalization on this skeleton was demonstrated with a series of electrophilic bromination, palladium-catalyzed cross-coupling, and Knoevenagel condensation reactions. The π skeleton remained intact during these late-stage transformations. The optical and electronic properties have been well tuned through incorporation of electron-rich and -deficient groups on the backbone. This work shows the great advantage of the postfunctionalization strategy on BN-containing polycyclic aromatic compounds for fast diversification and materials screening.
- Subjects
AROMATIC compounds; ORGANIC cyclic compounds; BROMINATION; PALLADIUM; CHEMICAL reactions
- Publication
Chemistry - A European Journal, 2015, Vol 21, Issue 24, p8867
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201501161