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Facile Syntheses, Characterization, and Physical Properties of Sulfur‐Decorated Pyran‐Annulated Perylene Diimides
Author(s) -
Wang Ran,
Li Gang,
Zhou Yecheng,
Hao Pin,
Shang Qiaoyan,
Wang Shuaihua,
Zhang Yu,
Li Dandan,
Yang Shufan,
Zhang Qichun,
Shi Zhiqiang,
Tang Bo
Publication year - 2018
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.201800011
Subject(s) - perylene , chemistry , dichloromethane , pyran , sulfur , homo/lumo , nucleophilic substitution , nucleophile , thermal stability , photochemistry , proton nmr , organic chemistry , catalysis , molecule , solvent
Three sulfur‐containing pyran‐annulated perylene diimides (PDIs) were synthesized from commercially available PDIs through a nucleophilic substitution/cyclization reaction sequence. The as‐synthesized compounds were fully characterized by 1 H and 13 C NMR, and FT‐IR spectroscopy, as well as HRMS and TGA. The as‐prepared PDI derivatives exhibited significantly narrow HOMO–LUMO band gaps and high photochemical and thermal stability. Moreover, these materials exhibited quite different absorptions and emissions in dichloromethane, which were in agreement with the DFT‐calculated results.