title: Aromatic Ring Fused BOPHYs as Stable Red Fluorescent Dyes.
abstract: Facile synthetic routes to a new class of red α-benzo-fused BOPHYs with 6,5,6,6,5,6-hexacyclic fused rings and β-thiophene-fused BOPHYs with 5,5,6,6,5,5-hexacyclic fused rings are presented. These dyes were characterized by NMR spectroscopy, HRMS, X-ray structure analysis, cyclic voltammetry, and optical measurements. Compared to parent BOPHY, significant red-shifts in the absorption (up to 600 nm in solution) and emission (up to 648 nm in solution and 717 nm in solid state), as well as high chemical stability and photostability, were found for these aromatic-ring-fused BOPHY dyes. As shown in cyclic voltammetry and DFT calculations, the aromatic ring fusions induced significantly increased HOMO energy levels, giving effective expansion of π-conjugation over these BOPHY dyes. These new molecular skeletons would be promising candidates for various applications in light of their unique structure and attractive photophysical properties.
authors: The Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University , Wuhu 241000, China.
authors: Jun
authors: J
authors: Wang
authors: The Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University , Wuhu 241000, China.
authors: Qinghua
authors: Q
authors: Wu
authors: The Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University , Wuhu 241000, China.
authors: Changjiang
authors: C
authors: Yu
authors: The Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University , Wuhu 241000, China.
authors: Yun
authors: Y
authors: Wei
authors: The Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University , Wuhu 241000, China.
authors: Xiaolong
authors: X
authors: Mu
authors: The Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University , Wuhu 241000, China.
authors: Erhong
authors: E
authors: Hao
authors: The Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University , Wuhu 241000, China.
authors: Lijuan
authors: L
authors: Jiao