Synthesis of fluoro- and cyano-aryl containing pyrene derivatives and their optical and electrochemical properties

Gong, Xiaojie; Heeran, Darren; Zhao, Qiang; Zheng, Chaoyue; Yufit, Dmitry S.; Sandford, Graham; Gao, Deqing

Abstract

Mono‐ and 1,6‐disubstituted pyrene derivatives bearing perfluorotoluene or perfluorobenzonitrile moieties were synthesized by nucleophilic substitution processes. The compounds were characterized by NMR, UV‐vis, photoluminescence (PL), thermal gravimetric analysis (TGA), differential scanning calorimetry (DSC), cyclic voltametry (CV) and density functional theory (DFT) calculations. We found that derivatives substituted with perfluorobenzonitrile showed better thermal stability, stronger electron with‐drawing ability and better fluorescence properties than the corresponding perfluorotoluyl‐pyrene systems

Citation

Gong, X., Heeran, D., Zhao, Q., Zheng, C., Yufit, D. S., Sandford, G., & Gao, D. (2019). Synthesis of fluoro- and cyano-aryl containing pyrene derivatives and their optical and electrochemical properties. Asian Journal of Organic Chemistry, 8(5), 722-730. https://doi.org/10.1002/ajoc.201900018

• Journal Article Type: Article
• Acceptance Date: Feb 11, 2019
• Online Publication Date: Feb 12, 2019
• Publication Date: May 31, 2019
• Deposit Date: Feb 14, 2019
• Publicly Available Date: Feb 12, 2020
• Journal: Asian Journal of Organic Chemistry
• Print ISSN: 2193-5807
• Electronic ISSN: 2193-5815
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 8
• Issue: 5
• Pages: 722-730
• DOI: https://doi.org/10.1002/ajoc.201900018
• Public URL: https://durham-repository.worktribe.com/output/1303132