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Synthesis, Photophysics, and Electronic Structures of Benzene‐Linked Bispyrimidine Compounds
Author(s) -
Song Guangliang,
Liu Rui,
He Guangke,
Yuan Shidong,
Zhu Hongjun
Publication year - 2015
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.201500009
Subject(s) - chemistry , absorption (acoustics) , photochemistry , quantum yield , stokes shift , absorption spectroscopy , benzene , solvent , fluorescence , emission spectrum , spectral line , organic chemistry , physics , quantum mechanics , astronomy , acoustics
Seven multi‐dipole and multibranched benzene‐linked bispyrimidine derivatives containing a two‐layer binary tree structure with different electron donor and acceptor groups were designed, synthesized, and characterized. The influences of substituents and solvents on the optical properties of the compounds were investigated. The UV/vis absorption ( λ abs max : 311–371 nm), PL emission ( λ em max : 386–527 nm), stokes shift (2864–6414 cm −1 ), and fluorescence quantum yield ( Φ f : 0.01∼0.16) of the compounds in CH 3 CN solution are influenced by the electron‐donor or accept substituents. The absorption and emission spectra of the compound with the highest Φ f in various solvents indicate that the solvent has little influence on absorption spectrum but does influence the emission spectrum. Transient absorption spectra exhibiting strong positive absorption bands in the near‐IR wavelength means that these compounds could potentially be used as optical limiting materials, which is further confirmed by the quantum chemical calculations.