A Modular Approach Toward BN‐Embedded Terrylene Diimides

This work presents the first example of heteroatoms embedded terrylene diimides (TDIs), which were synthesized from the BN-embedded imide building block in a modular manner. Through the control of the amount and orientations of the BN unit(s), the manipulation of dipole moments of the obtained BN-embedded terrylene diimides (BN-TDIs) was achieved, which in turn extended the fluorescence of BN-TDIs to near infrared region. The structures of BN-TDIs were established via single crystal X-ray diffractions. Stronger carbonyl-π interactions were observed for BN-TDIs in their crystal structures compared with that of TDI, which could be utilized in the construction of supramolecular architectures. The organic thin film transistors based on BN-TDIs were also fabricated. BN-TDI-S showcased higher electron mobilities than that of TDI, indicating the potential of BN-TDIs as promising n-type organic semiconductors.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2025-03-17
DOI
https://doi.org/10.1002/anie.202503571
Citations
10
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
9.36
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article

A Modular Approach Toward BN‐Embedded Terrylene Diimides

Kexiang Zhao, Yang‐Kun Qu, Jian Pei, Jing‐Cai Zeng et al.
10 citations
Angewandte Chemie International Edition
Synthesis and Properties of Aromatic Compounds
9.36
article

A Modular Approach Toward BN‐Embedded Terrylene Diimides

Kexiang Zhao, Yang‐Kun Qu, Jian Pei, Jing‐Cai Zeng, Jieyu Wang, Yu‐Chun Xu
article en
10 citations

Abstract

This work presents the first example of heteroatoms embedded terrylene diimides (TDIs), which were synthesized from the BN-embedded imide building block in a modular manner. Through the control of the amount and orientations of the BN unit(s), the manipulation of dipole moments of the obtained BN-embedded terrylene diimides (BN-TDIs) was achieved, which in turn extended the fluorescence of BN-TDIs to near infrared region. The structures of BN-TDIs were established via single crystal X-ray diffractions. Stronger carbonyl-π interactions were observed for BN-TDIs in their crystal structures compared with that of TDI, which could be utilized in the construction of supramolecular architectures. The organic thin film transistors based on BN-TDIs were also fabricated. BN-TDI-S showcased higher electron mobilities than that of TDI, indicating the potential of BN-TDIs as promising n-type organic semiconductors.

Angewandte Chemie International EditionVol. 64(22)
King University (US), Peking University (CN), Beijing National Laboratory for Molecular Sciences (CN)
Sustainable cities and communities
Openalex Percentile: Top 2%
Synthesis and Properties of Aromatic Compounds
9.36
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A Modular Approach Toward BN‐Embedded Terrylene Diimides — Kexiang Zhao, Yang‐Kun Qu, et al. · Angewandte Chemie International Edition (2025) | TGRS Research Map | TGRS