Porphyrin-Ryleneimide Hybrids: Tuning of Visible and Near-Infrared Absorption by Chromophore Desymmetrization

Sunit Kumar; Yogesh Kumar Maurya; Seongsoo Kang; Piotr Chmielewski; Tadeusz Lis; Joanna Cybińska; Dongho Kim; Marcin Stȩpień

doi:10.1021/acs.orglett.0c02544

Porphyrin-Ryleneimide Hybrids: Tuning of Visible and Near-Infrared Absorption by Chromophore Desymmetrization

Sunit Kumar, Yogesh Kumar Maurya, Seongsoo Kang, Piotr Chmielewski, Tadeusz Lis, Joanna Cybińska, Dongho Kim, Marcin Stȩpień

Department of Chemistry

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

11 Citations (Scopus)

Abstract

Unsymmetrically fused porphyrins containing one or two naphthalimide subunits were prepared in modular syntheses relying on electron-rich and electron-poor pyrrole building blocks. These new chromophores show progressive changes in their electron-deficient character, while retaining comparably small optical and electrochemical band gaps. The intrinsic curvature and extended optical absorption of these systems make them of interest as mono- A nd difunctional components of multichromophoric assemblies.

Original language	English
Pages (from-to)	7202-7207
Number of pages	6
Journal	Organic Letters
Volume	22
Issue number	18
DOIs	https://doi.org/10.1021/acs.orglett.0c02544
Publication status	Published - 2020 Sept 18

Bibliographical note

Funding Information:
Financial support from the Foundation for Polish Science (TEAM POIR.04.04.00-00-5BF1/17-00, M.S.) is gratefully acknowledged. Quantum-chemical calculations were performed in the Wrocław Center for Networking and Supercomputing. The work at Yonsei University was supported the National Research Foundation of Korea (NRF) grant funded by the Korea government (MEST) (NRF-2016R1E1A1A01943379).

Publisher Copyright:
© 2020 American Chemical Society.

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.0c02544

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abstract = "Unsymmetrically fused porphyrins containing one or two naphthalimide subunits were prepared in modular syntheses relying on electron-rich and electron-poor pyrrole building blocks. These new chromophores show progressive changes in their electron-deficient character, while retaining comparably small optical and electrochemical band gaps. The intrinsic curvature and extended optical absorption of these systems make them of interest as mono- A nd difunctional components of multichromophoric assemblies.",

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note = "Funding Information: Financial support from the Foundation for Polish Science (TEAM POIR.04.04.00-00-5BF1/17-00, M.S.) is gratefully acknowledged. Quantum-chemical calculations were performed in the Wroc{\l}aw Center for Networking and Supercomputing. The work at Yonsei University was supported the National Research Foundation of Korea (NRF) grant funded by the Korea government (MEST) (NRF-2016R1E1A1A01943379). Publisher Copyright: {\textcopyright} 2020 American Chemical Society.",

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doi = "10.1021/acs.orglett.0c02544",

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T1 - Porphyrin-Ryleneimide Hybrids

T2 - Tuning of Visible and Near-Infrared Absorption by Chromophore Desymmetrization

AU - Kumar, Sunit

AU - Maurya, Yogesh Kumar

AU - Kang, Seongsoo

AU - Chmielewski, Piotr

AU - Lis, Tadeusz

AU - Cybińska, Joanna

AU - Kim, Dongho

AU - Stȩpień, Marcin

N1 - Funding Information: Financial support from the Foundation for Polish Science (TEAM POIR.04.04.00-00-5BF1/17-00, M.S.) is gratefully acknowledged. Quantum-chemical calculations were performed in the Wrocław Center for Networking and Supercomputing. The work at Yonsei University was supported the National Research Foundation of Korea (NRF) grant funded by the Korea government (MEST) (NRF-2016R1E1A1A01943379). Publisher Copyright: © 2020 American Chemical Society.

PY - 2020/9/18

Y1 - 2020/9/18

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AB - Unsymmetrically fused porphyrins containing one or two naphthalimide subunits were prepared in modular syntheses relying on electron-rich and electron-poor pyrrole building blocks. These new chromophores show progressive changes in their electron-deficient character, while retaining comparably small optical and electrochemical band gaps. The intrinsic curvature and extended optical absorption of these systems make them of interest as mono- A nd difunctional components of multichromophoric assemblies.

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Porphyrin-Ryleneimide Hybrids: Tuning of Visible and Near-Infrared Absorption by Chromophore Desymmetrization

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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