Brominated B1-Polycyclic Aromatic Hydrocarbons for the Synthesis of Deep-Red to Near-Infrared Delayed Fluorescence Emitters

Kang Yuan; Abhishek kumar Gupta; Changfeng Si; Marina Uzelac; Eli Zysman-Colman; Michael james Ingleson

doi:10.1021/acs.orglett.3c02167

Brominated B1-Polycyclic Aromatic Hydrocarbons for the Synthesis of Deep-Red to Near-Infrared Delayed Fluorescence Emitters

Kang Yuan, Abhishek kumar Gupta, Changfeng Si, Marina Uzelac, Eli Zysman-Colman, Michael james Ingleson

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

Abstract / Description of output

Bromo-functionalized B1-polycyclic aromatic hydrocarbons (PAHs) with LUMOs of less than −3.0 eV were synthesized and used in cross-couplings to form donor–acceptor materials. These materials spanned a range of S1 energies, with a number showing thermally activated delayed fluorescence and significant emission in the near-infrared region of the spectrum. These B1-PAHs represent a useful family of acceptors that can be readily synthesized and functionalized.

Original language	English
Pages (from-to)	5880-5884
Journal	Organic letters
Volume	25
Issue number	31
Early online date	27 Jul 2023
DOIs	https://doi.org/10.1021/acs.orglett.3c02167
Publication status	E-pub ahead of print - 27 Jul 2023

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10.1021/acs.orglett.3c02167

20230727Inglesonacs.orglett.3c02167VoRFinal published version, 2.59 MBLicence: Creative Commons: Attribution (CC-BY)

https://pubs.acs.org/doi/10.1021/acs.orglett.3c02167

Enabling Catalytic Cross Couplings with only Zinc Electrophiles, Nucleophiles and Boranes
Ingleson, M., Chue Hong, N., Palansuriya, C., Pringle, G., Simpson, M. & Sloan, T.
EU government bodies
1/04/19 → 31/12/23
Project: Research

Cite this

@article{e7d7550305b94327adf047a38441c6f8,

title = "Brominated B1-Polycyclic Aromatic Hydrocarbons for the Synthesis of Deep-Red to Near-Infrared Delayed Fluorescence Emitters",

abstract = "Bromo-functionalized B1-polycyclic aromatic hydrocarbons (PAHs) with LUMOs of less than −3.0 eV were synthesized and used in cross-couplings to form donor–acceptor materials. These materials spanned a range of S1 energies, with a number showing thermally activated delayed fluorescence and significant emission in the near-infrared region of the spectrum. These B1-PAHs represent a useful family of acceptors that can be readily synthesized and functionalized.",

author = "Kang Yuan and Gupta, {Abhishek kumar} and Changfeng Si and Marina Uzelac and Eli Zysman-Colman and Ingleson, {Michael james}",

note = "Funding Information: This project has received funding from the Leverhulme Trust (Grant RPG-2022-032) and the European Research Council (ERC) under the European Union{\textquoteright}s Horizon 2020 research and innovation program (Grant Agreement 769599). C.S. thanks the China Scholarship Council (201806890001), and M.I. and E.Z.-C. thank the EPSRC Programme Grant “Boron: Beyond the Reagent” (EP/W007517) for support. Publisher Copyright: {\textcopyright} 2023 The Authors. Published by American Chemical Society.",

year = "2023",

month = jul,

day = "27",

doi = "10.1021/acs.orglett.3c02167",

language = "English",

volume = "25",

pages = "5880--5884",

journal = "Organic letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Brominated B1-Polycyclic Aromatic Hydrocarbons for the Synthesis of Deep-Red to Near-Infrared Delayed Fluorescence Emitters

AU - Yuan, Kang

AU - Gupta, Abhishek kumar

AU - Si, Changfeng

AU - Uzelac, Marina

AU - Zysman-Colman, Eli

AU - Ingleson, Michael james

N1 - Funding Information: This project has received funding from the Leverhulme Trust (Grant RPG-2022-032) and the European Research Council (ERC) under the European Union’s Horizon 2020 research and innovation program (Grant Agreement 769599). C.S. thanks the China Scholarship Council (201806890001), and M.I. and E.Z.-C. thank the EPSRC Programme Grant “Boron: Beyond the Reagent” (EP/W007517) for support. Publisher Copyright: © 2023 The Authors. Published by American Chemical Society.

PY - 2023/7/27

Y1 - 2023/7/27

N2 - Bromo-functionalized B1-polycyclic aromatic hydrocarbons (PAHs) with LUMOs of less than −3.0 eV were synthesized and used in cross-couplings to form donor–acceptor materials. These materials spanned a range of S1 energies, with a number showing thermally activated delayed fluorescence and significant emission in the near-infrared region of the spectrum. These B1-PAHs represent a useful family of acceptors that can be readily synthesized and functionalized.

AB - Bromo-functionalized B1-polycyclic aromatic hydrocarbons (PAHs) with LUMOs of less than −3.0 eV were synthesized and used in cross-couplings to form donor–acceptor materials. These materials spanned a range of S1 energies, with a number showing thermally activated delayed fluorescence and significant emission in the near-infrared region of the spectrum. These B1-PAHs represent a useful family of acceptors that can be readily synthesized and functionalized.

U2 - 10.1021/acs.orglett.3c02167

DO - 10.1021/acs.orglett.3c02167

M3 - Article

SN - 1523-7060

VL - 25

SP - 5880

EP - 5884

JO - Organic letters

JF - Organic letters

IS - 31

ER -

Brominated B1-Polycyclic Aromatic Hydrocarbons for the Synthesis of Deep-Red to Near-Infrared Delayed Fluorescence Emitters

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Projects

Enabling Catalytic Cross Couplings with only Zinc Electrophiles, Nucleophiles and Boranes

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