期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 23, 页码 6774-6779出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201800798
关键词
arenes; bilayer graphene; chirality; helicenes; nanographene
资金
- European Research Council [ERC-320441-Chirallcarbon]
- MINECO of Spain [CTQ2014-52045-R]
- Comunidad de Madrid (PHOTOCARBON project) [S2013/MIT-2841]
- Spanish MINECO-FEDER [CTQ2016-78205-P, CTQ2016-81797-REDC]
- Chinese Scholarship Council
- CNRS
- University of Rennes 1
A rigid, inherently chiral bilayer nanographene has been synthesized as both the racemate and enantioenriched M isomer (with 93% ee) in three steps from established helicenes. This folded nanographene is composed of two hexa-peri-hexabenzocoronene layers fused to a [10]helicene, with an interlayer distance of 3.6 angstrom as determined by X-ray crystallography. The rigidity of the helicene linker forces the layers to adopt a nearly aligned AA-stacked conformation, rarely observed in few-layer graphene. By combining the advantages of nanographenes and helicenes, we have constructed a bilayer system of 30 fused benzene rings that is also chiral, rigid, and remains soluble in common organic solvents. We present this as a molecular model system of bilayer graphene, with properties of interest in a variety of potential applications.
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