title: Synthesis, Properties, and Packing Structures of Corannulene-Based π-Systems Containing Heptagons.
abstract: Introduction of heptagons into hexagonal carbon lattices can generate negatively curved polycyclic aromatic hydrocarbons, which are of significant interest in the field of exotic molecular nanocarbons. We have successfully synthesized and characterized corannulene-based π-systems containing heptagons (4 and 5) as new negatively curved polycyclic aromatic hydrocarbons as well as possible intermediates in the synthesis of warped nanographene 1. The formation of 4 and 5 represents the first example for which a heptagon is formed under Scholl reaction conditions before all hexagons are formed. Even more interestingly, we discovered that the mode and degree of solid-phase intermolecular π-π interaction can be altered significantly by the degree of ring closure.
authors.affiliation: Graduate School of Science, Nagoya University, Nagoya, 464-8602, Japan.
authors.forename: Kenta
authors.initials: K
authors.lastname: Kato
authors.affiliation: Graduate School of Science, Nagoya University, Nagoya, 464-8602, Japan. ysegawa@nagoya-u.jp.|JST, ERATO, Itami Molecular Nanocarbon Project, Nagoya University, Chikusa, Nagoya, 464-8602, Japan. ysegawa@nagoya-u.jp.
authors.forename: Yasutomo
authors.initials: Y
authors.lastname: Segawa
authors.affiliation: Graduate School of Science, Nagoya University, Nagoya, 464-8602, Japan.|JST, ERATO, Itami Molecular Nanocarbon Project, Nagoya University, Chikusa, Nagoya, 464-8602, Japan.|Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts, 02467-3860, USA.
authors.forename: Lawrence T
authors.initials: LT
authors.lastname: Scott
authors.affiliation: Graduate School of Science, Nagoya University, Nagoya, 464-8602, Japan. itami@chem.nagoya-u.ac.jp.|JST, ERATO, Itami Molecular Nanocarbon Project, Nagoya University, Chikusa, Nagoya, 464-8602, Japan. itami@chem.nagoya-u.ac.jp.|Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Nagoya, 464-8602, Japan. itami@chem.nagoya-u.ac.jp.
authors.forename: Kenichiro
authors.initials: K
authors.lastname: Itami
keywords: Scholl reaction; fused ring systems; negative curvature; polycyclic aromatic hydrocarbons; warped nanographene