Version 1
: Received: 7 October 2024 / Approved: 8 October 2024 / Online: 8 October 2024 (10:25:07 CEST)
How to cite:
Wang, Y.; Wu, J.; Dehaen, W. The Aggregation-Induced Emission Enhancement Properties of Heteroaryl Fused Triazapentalens Synthesis and Fluorescence Characteristics. Preprints2024, 2024100543. https://doi.org/10.20944/preprints202410.0543.v1
Wang, Y.; Wu, J.; Dehaen, W. The Aggregation-Induced Emission Enhancement Properties of Heteroaryl Fused Triazapentalens Synthesis and Fluorescence Characteristics. Preprints 2024, 2024100543. https://doi.org/10.20944/preprints202410.0543.v1
Wang, Y.; Wu, J.; Dehaen, W. The Aggregation-Induced Emission Enhancement Properties of Heteroaryl Fused Triazapentalens Synthesis and Fluorescence Characteristics. Preprints2024, 2024100543. https://doi.org/10.20944/preprints202410.0543.v1
APA Style
Wang, Y., Wu, J., & Dehaen, W. (2024). The Aggregation-Induced Emission Enhancement Properties of Heteroaryl Fused Triazapentalens Synthesis and Fluorescence Characteristics. Preprints. https://doi.org/10.20944/preprints202410.0543.v1
Chicago/Turabian Style
Wang, Y., Junfeng Wu and Wim Dehaen. 2024 "The Aggregation-Induced Emission Enhancement Properties of Heteroaryl Fused Triazapentalens Synthesis and Fluorescence Characteristics" Preprints. https://doi.org/10.20944/preprints202410.0543.v1
Abstract
A pyridine-fused triazapentalene shows weak fluorescence in solution, and is readily accessible via nitrene-mediated cyclization. In this research, a modified Cadogan reaction was used to synthesize HetATAP1. Palladium-catalyzed reactions have been demonstrated as post-functionalization methods. Interestingly, Suzuki cross-coupling with various boronic acids resulted in poor to moderate yields of the products HetATAP2-5 arylated on the azole moiety. Direct CH arylation of HetATAP1 gave the products with the same regiochemistry in satisfactory yields. The structures of HetATAP2-5 were confirmed using NMR analysis. In addition, the fluorescence properties of HetATAP2-5 were studied in the solid-state and solution at room temperature, and the photophysical properties of HetATAP3 and 4 in the aggregated state were both measured in ACN/water and THF/water mixtures, respectively.
Chemistry and Materials Science, Organic Chemistry
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
