An expanded hydrogen-bonded organic framework formed by a tetrakis(terphenyl)ethene derivative

Author:

Yamaguchi Mao1,Tomás Mario de la Hoz2,Fujiwara Ayano1,Oketani Ryusei1,Okubo Kohei3,Oka Kouki34,Tohnai Norimitsu3,Douhal Abderrazzak2,Hisaki Ichiro1

Affiliation:

1. Division of Chemistry, Graduate School of Engineering Science, Osaka University , 1-3 Machikaneyama , Toyonaka, Osaka 560-8531, Japan

2. Departamento de Química Física, Facultad de Ciencias Ambientales y Bioquímica, and INAMOL, Universidad de Castilla-La Mancha , Avenida Carlos III, S/N , 45071 Toledo, Spain

3. Department of Applied Chemistry, Graduate School of Engineering, Osaka University , 2-1 Yamadaoka , Suita, Osaka 565-0871, Japan

4. Institute of Multidisciplinary Research for Advanced Materials, Tohoku University Present address: , 2-1-1 Katahira, Aobaku , Sendai, Miyagi 980-8577, Japan

Abstract

Abstract A low-density hydrogen-bonded organic framework (HOF) with channel aperture with dimensions of 33.8 Å × 55.2 Å was constructed from a tetrakis(terphenyl)ethene derivative. The structure was successfully characterized by single crystalline X-ray diffraction analysis. Although solvent molecules are included in the channel, the present framework is one of the HOFs with the largest aperture. The framework is based on H-bonded sql-networks that stack in an eclipse fashion. The interlayer interactions were thoroughly investigated on the basis of the crystal structure. Interestingly, thee analogues of tetraarylethene-based tetracarboxylic acids, including the title compounds, formed the same H-bonded sql-network as a lower-dimensional supramolecular motif. However, the motifs are assembled in completely different ways to give the corresponding three types of the framework, indicating the importance of precise design of the secondary interactions between the lower dimensional motifs. In solid state, the molecular unit of the constructed HOF shows a largely Stokes-shifted and strong emission due to a fast (< 15 ps) ICT and a relatively slower (90 ps) intermolecular PT reaction, while in DMF it exhibits a strong H-bond with the solvent.

Funder

KAKENHI

MCIN/AEI

JCCM

UCLM

Osaka University

Publisher

Oxford University Press (OUP)

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