BIOMAT Database Logo BIOMAT Database Logo

Synthesis of Tunable Fluorescent Imidazole-Fused Heterocycle Dimers. 2022

Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
University of Groningen, Department of Drug Design, A. Deusinglaan 1, 9713 AV Groningen, The Netherlands.

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.

UI MeSH Term Description Entries
D007093 Imidazoles Compounds containing 1,3-diazole, a five membered aromatic ring containing two nitrogen atoms separated by one of the carbons. Chemically reduced ones include IMIDAZOLINES and IMIDAZOLIDINES. Distinguish from 1,2-diazole (PYRAZOLES).
D005453 Fluorescence The property of emitting radiation while being irradiated. The radiation emitted is usually of longer wavelength than that incident or absorbed, e.g., a substance can be irradiated with invisible radiation and emit visible light. X-ray fluorescence is used in diagnosis.

Related Publications

Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
NLOphoric imidazole-fused fluorescent anthraquinone dyes.
February 2021, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy,
Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
Diphenylphosphine-Oxide-Fused and Diphenylphosphine-Fused Porphyrins: Synthesis, Tunable Electronic Properties, and Formation of Cofacial Dimers.
May 2017, Chemistry (Weinheim an der Bergstrasse, Germany),
Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
Heterocycle-Fused Acridines.
January 1997, Advances in heterocyclic chemistry,
Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
Convenient Synthesis of N-Heterocycle-Fused Tetrahydro-1,4-diazepinones.
December 2022, Molecules (Basel, Switzerland),
Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
Ru-Catalysed synthesis of fused heterocycle-pyridinones and -pyrones.
October 2017, Organic & biomolecular chemistry,
Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
Regiospecific synthesis of 1,2-disubstituted (hetero)aryl fused imidazoles with tunable fluorescent emission.
December 2011, Organic letters,
Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
Pd-mediated synthesis of substituted benzenes fused with carbocycle/heterocycle.
March 2007, Chemical communications (Cambridge, England),
Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
Simultaneous Implementation of N-Heterocycle-Fused Bridge and Modified Pyrrole Unit on Ni(II) Porphyrin Dimers.
August 2020, Organic letters,
Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
Synthesis and spectroscopy of PbSe fused quantum-dot dimers.
March 2014, Journal of the American Chemical Society,
Qiang Zheng, and Xin Li, and Katarzyna Kurpiewska, and Alexander Dömling
Synthesis of porphyrin dimers fused with a benzene unit.
January 2007, Chemistry (Weinheim an der Bergstrasse, Germany),
Copied contents to your clipboard!