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Synthesis of Fluoro and Cyanoaryl‐Containing Pyrene Derivatives and their Optical and Electrochemical Properties
Author(s) -
Gong Xiaojie,
Heeran Darren,
Zhao Qiang,
Zheng Chaoyue,
Yufit Dmitry S.,
Sandford Graham,
Gao Deqing
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900018
Subject(s) - chemistry , pyrene , differential scanning calorimetry , thermal stability , density functional theory , electrochemistry , thermogravimetric analysis , nucleophilic substitution , cyclic voltammetry , proton nmr , photoluminescence , fluorescence , photochemistry , polymer chemistry , organic chemistry , computational chemistry , electrode , physics , quantum mechanics , optics , thermodynamics
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. It was found that derivatives substituted with perfluorobenzonitrile showed better thermal stability, stronger electron withdrawing ability and better fluorescence properties than the corresponding perfluorotoluyl‐pyrene systems