title: Z-Shaped Pentaleno-Acene Dimers with High Stability and Small Band Gap.
abstract: Acene-based materials have promising applications for organic electronics but the major constrain comes from their poor stability. Herein a new strategy to stabilize reactive acenes, by fusion of an anti-aromatic pentalene unit onto the zigzag edges of two acene units to form a Z-shaped acene dimer, is introduced. The Z-shaped acene dimers are extremely stable and show a small energy gap resulting from intramolecular donor-acceptor interactions. X-ray crystallographic analysis revealed their unique geometry and one-dimensional slip-stack columnar structure. Besides optical and electrochemical characterizations, solution-processed field-effect transistors were also fabricated.
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore.
authors.forename: Gaole
authors.initials: G
authors.lastname: Dai
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore.
authors.forename: Jingjing
authors.initials: J
authors.lastname: Chang
authors.affiliation: Institute of Materials Research and Engineering, A*STAR, 3 Research Link, 117602, Singapore.
authors.forename: Jie
authors.initials: J
authors.lastname: Luo
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore.
authors.forename: Shaoqiang
authors.initials: S
authors.lastname: Dong
authors.affiliation: Graduate School of Materials Science, Nara Institute of Science and Technology (NAIST), Ikoma, 630-0192, Japan.
authors.forename: Naoki
authors.initials: N
authors.lastname: Aratani
authors.affiliation: KAUST Catalysis Center and Division of Physical Sciences & Engineering, King Abdullah University of Science and Technology (KAUST), Thuwal, 23955-6900, Saudi Arabia.
authors.forename: Bin
authors.initials: B
authors.lastname: Zheng
authors.affiliation: KAUST Catalysis Center and Division of Physical Sciences & Engineering, King Abdullah University of Science and Technology (KAUST), Thuwal, 23955-6900, Saudi Arabia.
authors.forename: Kuo-Wei
authors.initials: KW
authors.lastname: Huang
authors.affiliation: Graduate School of Materials Science, Nara Institute of Science and Technology (NAIST), Ikoma, 630-0192, Japan.
authors.forename: Hiroko
authors.initials: H
authors.lastname: Yamada
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore. chmcc@nus.edu.sg.
authors.forename: Chunyan
authors.initials: C
authors.lastname: Chi
keywords: acenes; dimerization; materials science; polycycles; structure elucidation