Synthesis and Molecular Properties of Partially Fluorinated DNTTs**

被引:4
作者
Tripp, Matthias W. [1 ]
Bischof, Daniel [2 ]
Dreher, Maximilian [2 ]
Witte, Gregor [2 ]
Koert, Ulrich [1 ]
机构
[1] Philipps Univ Marburg, Dept Chem, Hans Meerwein Str 4, D-35032 Marburg, Germany
[2] Philipps Univ Marburg, Dept Phys, Renthof 7, D-35032 Marburg, Germany
关键词
Conjugated systems; Electronic structure; Fluorination; Polycycles; Synthesis design;
D O I
10.1002/ejoc.202001635
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,2,3,4-Tetrafluoro-dinaphthothienothiophene (F4DNTT) and 1,2,3,4,8,9,10,11-octafluoro-dinaphthothienothiophene (F8DNTT) were synthesized via bisthiomethyl alkene intermediates which were accessible by McMurry coupling or Wittig olefination of partially fluorinated naphthalene precursors. DFT-based electronic structure calculations, near-edge X-ray absorption fine structure (NEXAFS) spectroscopy, and UV/Vis measurements were used for HOMO/LUMO gap determination and to analyze the electronic structures of the partially fluorinated DNTTs. Reduced exciton binding was observed in thin films.
引用
收藏
页码:1295 / 1304
页数:10
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