Spirobifluorene-Based Porous Organic Salts: Their Porous Network Diversification and Construction of Chiral Helical Luminescent Structures

Okubo, Kohei; Oka, Kouki; Tsuchiya, Keiho et al.

Angewandte Chemie - International Edition, 2024, 63(15), e202400475

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Identifier to cite or link to this item: https://hdl.handle.net/11094/95270

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Title
Spirobifluorene-Based Porous Organic Salts: Their Porous Network Diversification and Construction of Chiral Helical Luminescent Structures
Creator
CreatorName
Okubo, Kohei
NRID
1000050907376 1000050907376
researchmap permalink
k.oka k.oka
Scopus Author ID
57197754064 57197754064
CreatorName
Oka, Kouki
CreatorName
Tsuchiya, Keiho
CreatorName
Tomimoto, Atsunori
NRID
1000030346184 1000030346184
researchmap permalink
read0089607 read0089607
Scopus Author ID
6701482198 6701482198
ORCID
0000-0001-7051-7599 0000-0001-7051-7599
CreatorName
Tohnai, Norimitsu
Subject
Chiral helical structure
Circularly polarized luminescence
Hydrogen bonding
Network topology
Organic salts
Description
Okubo K., Oka K., Tsuchiya K., et al. Spirobifluorene-Based Porous Organic Salts: Their Porous Network Diversification and Construction of Chiral Helical Luminescent Structures. Angewandte Chemie - International Edition 63, e202400475 (2024); https://doi.org/10.1002/anie.202400475.
Abstract
Porous organic salts (POSs) are organic porous materials assembled via charge-assisted hydrogen bonds between strong acids and bases such as sulfonic acids and amines. To diversify the network topology of POSs and extend its functions, this study focused on using 4,4′,4′′,4′′′-(9,9′-spirobi[fluorene]-2,2′,7,7′-tetrayl)tetrabenzenesulfonic acid (spiroBPS), which is a tetrasulfonic acid comprising a square planar skeleton. The POS consisting of spiroBPS and triphenylmethylamine (TPMA) (spiroBPS/TPMA) was constructed from the two-fold interpenetration of an orthogonal network with pts topology, which has not been reported in conventional POSs, owing to the shape of the spirobifluorene backbone. Furthermore, combining tris(4-chlorophenyl)methylamine (TPMA-Cl) and tris(4-bromophenyl)methylamine (TPMA-Br), which are bulkier than TPMA owing to the introduction of halogens at the p-position of the phenyl groups with spiroBPS allows us to construct novel POSs (spiroBPS/TPMA-Cl and spiroBPS/TPMA-Br). These POSs were constructed from a chiral helical network with pth topology, which was induced by the steric hindrance between the halogens and the curved fluorene skeleton. Moreover, spiroBPS/TPMA-Cl with pth topology exhibited circularly polarized luminescence (CPL) in the solid state, which has not been reported in hydrogen-bonded organic frameworks (HOFs).
Publisher
John Wiley and Sons Inc
Source Title
Angewandte Chemie - International Edition
Volume (Issue)
63(15)
Page
e202400475
Date of Issued
2024-04-08
Language
English
Handle URL
https://hdl.handle.net/11094/95270
PISSN
14337851
eISSN
15213773
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1002/anie.202400475
Access Rights
open access
CopyRight
This article is licensed under a Creative Commons Attribution 4.0 International License.
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Version of Record
Category
学術雑誌論文 Journal Article