A Hydrogen-Bonded Hexagonal Buckybowl Framework

Ichiro Hisaki; Hideaki Toda; Hiroyasu Sato; Norimitsu Tohnai; Hidehiro Sakurai

doi:10.1002/anie.201708115

A Hydrogen-Bonded Hexagonal Buckybowl Framework

Angew Chem Int Ed Engl. 2017 Nov 27;56(48):15294-15298. doi: 10.1002/anie.201708115. Epub 2017 Oct 26.

Authors

Ichiro Hisaki¹, Hideaki Toda², Hiroyasu Sato³, Norimitsu Tohnai¹, Hidehiro Sakurai²

Affiliations

¹ Department of Material and Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
² Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
³ Rigaku Corporation, 3-9-12 Matsubara-cho, Akishima, Tokyo, 196-8666, Japan.

PMID: 29024384
DOI: 10.1002/anie.201708115

Abstract

A hydrogen-bonded two-dimensionally networked buckybowl architecture is presented. Two types of hexagonal network (HexNet) structures (CPSM-1 and CPSM-2) have been achieved based on a sumanene derivative (CPSM) possessing 4,4'-dicarboxy-o-terphenyl groups in the periphery. CPSM-1 has a waved HexNet structure with an alternate alignment of upward and downward bowls. CPSM-2 has a bilayered HexNet structure composed of hamburger-shaped dimers of the bowls. This demonstrates that non-planar π-systems can be networked two-dimensionally by an appropriate supramolecular synthon to achieve structurally well-defined unique bumpy π-sheets. Furthermore, we revealed that CPSM-2 undergoes anisotropic shrinking along the c axis by 11 % under high pressure conditions (970 MPa). The shrinkage is brought about by offset sliding between bumpy π-surfaces of the bilayered HexNet sheets.

Keywords: buckybowls; hexagonal networks; hydrogen bonding; pressure responsiveness; sumanenes.

Publication types

Research Support, Non-U.S. Gov't