Synthesis of Tunable Fluorescent Imidazole-Fused Heterocycle Dimers

Qiang Zheng; Xin Li; Katarzyna Kurpiewska; Alexander Dömling

doi:10.1021/acs.orglett.2c01642

Synthesis of Tunable Fluorescent Imidazole-Fused Heterocycle Dimers

Qiang Zheng, Xin Li, Katarzyna Kurpiewska, Alexander Dömling^*

^*Bijbehorende auteur voor dit werk

Onderzoeksoutput › Academic › peer review

2 Citaten (Scopus)

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A short, concise, and one-pot synthesis of imidazo-fused heterocycle dimers with tunable fluorescent properties has been developed. By the first time use of glyoxal dimethyl acetal in the Groebke-Blackburn-Bienaymé (GBB) three-component reaction (3CR), the innovation features a new series of fluorescence-tunable imidazo-fused heterocycle dimers exhibiting a broad substrate scope with good yields. Luminescence studies demonstrate that these GBB-dimers possess color-tunable properties, and their emission colors can be successively changed from blue to green and yellow by easy substituent control.

Originele taal-2	English
Pagina's (van-tot)	5014–5017
Aantal pagina's	4
Tijdschrift	Organic letters
Volume	24
DOI's	https://doi.org/10.1021/acs.orglett.2c01642
Status	Published - 22-jul.-2022

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10.1021/acs.orglett.2c01642

Synthesis of Tunable Fluorescent Imidazole-Fused Heterocycle DimersFinal publisher's version, 1,92 MBLicentie: CC BY

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Link naar publicatie in Scopus

CCDC 2115781: Experimental Crystal Structure Determination
Zheng, Q. (Contributor), Li, X. (Contributor), Kurpiewska, K. (Contributor) & Dömling, A. (Contributor), The Cambridge Structural Database, 14-okt.-2021
DOI: 10.5517/ccdc.csd.cc290n00
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title = "Synthesis of Tunable Fluorescent Imidazole-Fused Heterocycle Dimers",

abstract = "A short, concise, and one-pot synthesis of imidazo-fused heterocycle dimers with tunable fluorescent properties has been developed. By the first time use of glyoxal dimethyl acetal in the Groebke-Blackburn-Bienaym{\'e} (GBB) three-component reaction (3CR), the innovation features a new series of fluorescence-tunable imidazo-fused heterocycle dimers exhibiting a broad substrate scope with good yields. Luminescence studies demonstrate that these GBB-dimers possess color-tunable properties, and their emission colors can be successively changed from blue to green and yellow by easy substituent control. ",

author = "Qiang Zheng and Xin Li and Katarzyna Kurpiewska and Alexander D{\"o}mling",

note = "Funding Information: We thank Marcel de Vries (University of Groningen) for his help in HRMS analysis. Qiang Zheng and Xin Li acknowledge the China Scholarship Council for support. Publisher Copyright: {\textcopyright} 2022 The Authors. Published by American Chemical Society.",

year = "2022",

month = jul,

day = "22",

doi = "10.1021/acs.orglett.2c01642",

language = "English",

volume = "24",

pages = "5014–5017",

journal = "Org.Lett.",

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publisher = "AMER CHEMICAL SOC INC",

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T1 - Synthesis of Tunable Fluorescent Imidazole-Fused Heterocycle Dimers

AU - Zheng, Qiang

AU - Li, Xin

AU - Kurpiewska, Katarzyna

AU - Dömling, Alexander

N1 - Funding Information: We thank Marcel de Vries (University of Groningen) for his help in HRMS analysis. Qiang Zheng and Xin Li acknowledge the China Scholarship Council for support. Publisher Copyright: © 2022 The Authors. Published by American Chemical Society.

PY - 2022/7/22

Y1 - 2022/7/22

N2 - A short, concise, and one-pot synthesis of imidazo-fused heterocycle dimers with tunable fluorescent properties has been developed. By the first time use of glyoxal dimethyl acetal in the Groebke-Blackburn-Bienaymé (GBB) three-component reaction (3CR), the innovation features a new series of fluorescence-tunable imidazo-fused heterocycle dimers exhibiting a broad substrate scope with good yields. Luminescence studies demonstrate that these GBB-dimers possess color-tunable properties, and their emission colors can be successively changed from blue to green and yellow by easy substituent control.

AB - A short, concise, and one-pot synthesis of imidazo-fused heterocycle dimers with tunable fluorescent properties has been developed. By the first time use of glyoxal dimethyl acetal in the Groebke-Blackburn-Bienaymé (GBB) three-component reaction (3CR), the innovation features a new series of fluorescence-tunable imidazo-fused heterocycle dimers exhibiting a broad substrate scope with good yields. Luminescence studies demonstrate that these GBB-dimers possess color-tunable properties, and their emission colors can be successively changed from blue to green and yellow by easy substituent control.

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U2 - 10.1021/acs.orglett.2c01642

DO - 10.1021/acs.orglett.2c01642

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SN - 1523-7060

VL - 24

SP - 5014

EP - 5017

JO - Org.Lett.

JF - Org.Lett.

ER -

Synthesis of Tunable Fluorescent Imidazole-Fused Heterocycle Dimers

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Datasets

CCDC 2115781: Experimental Crystal Structure Determination

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