Abstract
Capture of face-to-face π-interactions via solid-state [2+2] photodimerization
Acta crystallographica. Section A, Foundations and advances, Vol.70(a1), pp.C1023-C1023
08/05/2014
DOI: 10.1107/S2053273314089761
Abstract
Abstract only The use of principles of supramolecular chemistry to direct reactions in the crystalline state has emerged as a reliable means to facilitate highly selective reactions in a solvent-free environment. In this context, we exploit metal-organic complexes to fix spatial arrangements of molecules in crystal lattices to promote intermolecular [2+2] photodimerizations. Perfluorophenyl-perfluorophenyl interactions have recently emerged as a means to control supramolecular architectures and frameworks. However, it was not clear whether perfluorophenyl-perfluorophenyl interactions can be integrated in [2+2] photodimerizations in solids. In this presentation, we report a crystalline metal–organic complex with perfluorophenyl groups that adopt a well-defined face-to-face and head-to-head geometry in the solid state. Argentophilic forces are employed to enforce the face-to-face geometry. We demonstrate olefins of the solid to undergo a [2+2] photodimerization with UV-irradiation in a regiospecific and quantitative manner. In essence, we have employed the photoreaction as a means to covalently capture parallel perfluorophenyl-perfluorophenyl interactions in a solid.
Details
- Title: Subtitle
- Capture of face-to-face π-interactions via solid-state [2+2] photodimerization
- Creators
- Michael Sinnwell - University of IowaLeonard MacGillivray - University of Iowa
- Resource Type
- Abstract
- Publication Details
- Acta crystallographica. Section A, Foundations and advances, Vol.70(a1), pp.C1023-C1023
- DOI
- 10.1107/S2053273314089761
- ISSN
- 2053-2733
- eISSN
- 2053-2733
- Publisher
- INT UNION CRYSTALLOGRAPHY
- Language
- English
- Date published
- 08/05/2014
- Academic Unit
- Chemistry
- Record Identifier
- 9984936489802771
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