Construction of Chiral Covalent Organic Frameworks Through a Linker Decomposition Chiral Induction Strategy for Circularly Polarized Light Detection

Abstract Exploring new strategies for construction of chiral covalent organic frameworks (COFs) is of paramount importance yet remains a challenge. Herein, we report the rational design and construction of chiral COFs through a linker decomposition chiral induction (LDCI) strategy. Three pairs of azine‐linked chiral COFs are successfully synthesized by the condensation reactions of C 3 ‐symmetric 4,4′,4′′‐(1,3,5‐triazine‐2,4,6‐triyl)tribenzaldehyde (Tz) with flexible chiral dihydrazide linkers derived from malic acid, aspartic acid and tartaric acid, respectively. Remarkably, upon complete or partial decomposition from flexible chiral dihydrazides to hydrazine during COF synthesis, the homochirality of these COFs, originating from the single‐handedness conformation of propeller‐like Tz cores, is well preserved. Such a stereoselective chiral memory realized via the LDCI strategy is confirmed by time‐dependent powder X‐ray diffraction (PXRD), Fourier transform infrared (FT‐IR) and diffuse reflectance circular dichroism (DRCD). Moreover, the resultant azine‐linked chiral COFs are used as the active materials to fabricate photodetectors to directly distinguish circularly polarized light (CPL), showing impressive recognition performances on the identification of left‐handed circularly (LHC) and right‐handed circularly (RHC) polarized lights. Notably, the residual undecomposed flexible chiral linkers within the COFs are found to be conducive to improving the polarization discrimination ratio. This work highlights LDCI as a new and effective strategy for constructing homochiral COFs with promising future in chiral optical application.

Authors

Institutions

Publication Details

Journal
Angewandte Chemie International Edition
Published
2024-09-27
DOI
https://doi.org/10.1002/anie.202413675
Citations
40
Primary Topic
Covalent Organic Framework Applications
Type
article
Field-Weighted Citation Impact
4.69

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Construction of Chiral Covalent Organic Frameworks Through a Linker Decomposition Chiral Induction Strategy for Circularly Polarized Light Detection

Xueying Wu, Sheng‐Run Zheng, Chaoliang Tan, Jiajia Zha et al.
40 citations
Angewandte Chemie International Edition
Covalent Organic Framework Applications
4.69
article

Construction of Chiral Covalent Organic Frameworks Through a Linker Decomposition Chiral Induction Strategy for Circularly Polarized Light Detection

Xueying Wu, Sheng‐Run Zheng, Chaoliang Tan, Jiajia Zha, Song‐Liang Cai, Xihao Tang, Jun Fan, Qichun Zhang, Wei‐Guang Zhang, Jingyi Tong, Kai Zhang, Yuwei Zhang
article en
40 citations

Abstract

Abstract Exploring new strategies for construction of chiral covalent organic frameworks (COFs) is of paramount importance yet remains a challenge. Herein, we report the rational design and construction of chiral COFs through a linker decomposition chiral induction (LDCI) strategy. Three pairs of azine‐linked chiral COFs are successfully synthesized by the condensation reactions of C 3 ‐symmetric 4,4′,4′′‐(1,3,5‐triazine‐2,4,6‐triyl)tribenzaldehyde (Tz) with flexible chiral dihydrazide linkers derived from malic acid, aspartic acid and tartaric acid, respectively. Remarkably, upon complete or partial decomposition from flexible chiral dihydrazides to hydrazine during COF synthesis, the homochirality of these COFs, originating from the single‐handedness conformation of propeller‐like Tz cores, is well preserved. Such a stereoselective chiral memory realized via the LDCI strategy is confirmed by time‐dependent powder X‐ray diffraction (PXRD), Fourier transform infrared (FT‐IR) and diffuse reflectance circular dichroism (DRCD). Moreover, the resultant azine‐linked chiral COFs are used as the active materials to fabricate photodetectors to directly distinguish circularly polarized light (CPL), showing impressive recognition performances on the identification of left‐handed circularly (LHC) and right‐handed circularly (RHC) polarized lights. Notably, the residual undecomposed flexible chiral linkers within the COFs are found to be conducive to improving the polarization discrimination ratio. This work highlights LDCI as a new and effective strategy for constructing homochiral COFs with promising future in chiral optical application.

Angewandte Chemie International EditionVol. 64(1)
City University of Hong Kong (HK), South China Normal University (CN), Shanghai Institute for Science of Science (CN), University of Hong Kong (HK)
National Natural Science Foundation of China
Reduced inequalities
Openalex Percentile: Top 2%
Covalent Organic Framework Applications
4.69
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.