Co-Crystal Formation of Partially Fluorinated 1,3,5-Tris(phenylethynyl)benzenes

被引:2
|
作者
Weddeling, Jan-Henrik [1 ]
Waltersmann, Paul Lukas [1 ]
Neumann, Beate [1 ]
Stammler, Hans-Georg [1 ]
Mitzel, Norbert W. [1 ]
机构
[1] Univ Bielefeld, Fak Chem, Ctr Mol Mat CM2, Lehrstuhl Anorgan Chem & Strukturchem, Univ Str 25, D-33615 Bielefeld, Germany
关键词
1; 3; 5-triethynylbenzene; crystal engineering; halogenated arenes; phenyl-perfluorophenyl interactions; solid-state structures; PI INTERACTIONS; HEXAFLUOROBENZENE; BENZENE; 1,3,5-TRIETHYNYLBENZENE; STACKING; 1,8-DIARYLNAPHTHALENES; COMPLEXES;
D O I
10.1002/open.202100194
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Several rigid 1,3,5-tris(phenylethynyl)benzenes with different fluorination patterns were synthesized through selective Sonogashira-Hagihara coupling reactions to analyze the packing behavior in solid-state structures. The aggregation is dominated by various intermolecular interactions between aryl substituents, triple bonds, C-H bonds and H...F contacts. Co-crystallization experiments for the analysis of preferred aryl-aryl-interactions led to 1 : 1 complexes. Intermolecular phenyl-perfluorophenyl interactions with short centroid-centroid distances are dominating these co-crystal structures. They lead to melting point increases of up to 49 degrees C for the co-crystals compared to the pure substances.
引用
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页码:1059 / 1066
页数:8
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