Chiral Luminescent Aza[7]helicenes Functionalized with a Triarylborane Acceptor and Near-Infrared-Emissive Doublet-State Radicals

Jiaxian Duan; Yafei Shi; Fei Zhao; Chenglong Li; Zhihua Duan; Niu Zhang; Pangkuan Chen

doi:10.1021/acs.inorgchem.3c02470

Chiral Luminescent Aza[7]helicenes Functionalized with a Triarylborane Acceptor and Near-Infrared-Emissive Doublet-State Radicals

Jiaxian Duan, Yafei Shi, Fei Zhao, Chenglong Li, Zhihua Duan, Niu Zhang^*, Pangkuan Chen^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

This paper presents new chiral luminescent molecules (N7-BMes2 and N7-TTM) using configurationally stable aza[7]helicene (1) as a universal heteroatom-doped chiral scaffold. The respective reactions of electron-donating 1 with a triarylborane acceptor via palladium-catalyzed Buchwald-Hartwig C-N coupling and with the open-shell doublet-state TTM radical via nucleophilic aromatic substitution (S_N2Ar) resulted not only in tunable emissions from blue to the NIR domain but also in significantly enhanced emission quantum efficiency up to Φ = 50%.

Original language	English
Pages (from-to)	15829-15833
Number of pages	5
Journal	Inorganic Chemistry
Volume	62
Issue number	39
DOIs	https://doi.org/10.1021/acs.inorgchem.3c02470
Publication status	Published - 2 Oct 2023

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title = "Chiral Luminescent Aza[7]helicenes Functionalized with a Triarylborane Acceptor and Near-Infrared-Emissive Doublet-State Radicals",

abstract = "This paper presents new chiral luminescent molecules (N7-BMes2 and N7-TTM) using configurationally stable aza[7]helicene (1) as a universal heteroatom-doped chiral scaffold. The respective reactions of electron-donating 1 with a triarylborane acceptor via palladium-catalyzed Buchwald-Hartwig C-N coupling and with the open-shell doublet-state TTM radical via nucleophilic aromatic substitution (SN2Ar) resulted not only in tunable emissions from blue to the NIR domain but also in significantly enhanced emission quantum efficiency up to Φ = 50%.",

author = "Jiaxian Duan and Yafei Shi and Fei Zhao and Chenglong Li and Zhihua Duan and Niu Zhang and Pangkuan Chen",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society.",

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T1 - Chiral Luminescent Aza[7]helicenes Functionalized with a Triarylborane Acceptor and Near-Infrared-Emissive Doublet-State Radicals

AU - Duan, Jiaxian

AU - Shi, Yafei

AU - Zhao, Fei

AU - Li, Chenglong

AU - Duan, Zhihua

AU - Zhang, Niu

AU - Chen, Pangkuan

PY - 2023/10/2

Y1 - 2023/10/2

N2 - This paper presents new chiral luminescent molecules (N7-BMes2 and N7-TTM) using configurationally stable aza[7]helicene (1) as a universal heteroatom-doped chiral scaffold. The respective reactions of electron-donating 1 with a triarylborane acceptor via palladium-catalyzed Buchwald-Hartwig C-N coupling and with the open-shell doublet-state TTM radical via nucleophilic aromatic substitution (SN2Ar) resulted not only in tunable emissions from blue to the NIR domain but also in significantly enhanced emission quantum efficiency up to Φ = 50%.

AB - This paper presents new chiral luminescent molecules (N7-BMes2 and N7-TTM) using configurationally stable aza[7]helicene (1) as a universal heteroatom-doped chiral scaffold. The respective reactions of electron-donating 1 with a triarylborane acceptor via palladium-catalyzed Buchwald-Hartwig C-N coupling and with the open-shell doublet-state TTM radical via nucleophilic aromatic substitution (SN2Ar) resulted not only in tunable emissions from blue to the NIR domain but also in significantly enhanced emission quantum efficiency up to Φ = 50%.

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DO - 10.1021/acs.inorgchem.3c02470

M3 - Article

AN - SCOPUS:85174250833

SN - 0020-1669

VL - 62

SP - 15829

EP - 15833

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 39

ER -

Chiral Luminescent Aza[7]helicenes Functionalized with a Triarylborane Acceptor and Near-Infrared-Emissive Doublet-State Radicals

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