4 years ago

Extended Ladder-Type Benzo[k]tetraphene-Derived Oligomers

Extended Ladder-Type Benzo[k]tetraphene-Derived Oligomers
Hanying Li, Tianyu Yuan, Lei Fang, Chenxu Wang, Huanbin Li, Alexander J. Kalin, Troy Olson, Jongbok Lee
Well-defined, fused-ring aromatic oligomers represent promising candidates for the fundamental understanding and application of advanced carbon-rich materials, though bottom-up synthesis and structure–property correlation of these compounds remain challenging. In this work, an efficient synthetic route was employed to construct extended benzo[k]tetraphene-derived oligomers with up to 13 fused rings. The molecular and electronic structures of these compounds were clearly elucidated. Precise correlation of molecular sizes and crystallization dynamics was established, thus demonstrating the pivotal balance between intermolecular interaction and molecular mobility for optimized processing of highly ordered solids of these extended conjugated molecules. Aromatic “rungs” of the ladder: A highly efficient thermodynamic annulation enables the bottom-up syntheses of well-defined, fused-ring oligomers that imitate graphene nanostripes. Electronic structures and crystallization dynamics of these oligomers are highly dependent on the molecular size.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201707595

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