EN
Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound
Abstract
This article describes the design, synthesis, purification and characterization of a new BODIPY-quinoline compound (6). The molecular design strategy is based on the placement of azido substituents at the 3 and 5 positions of the BODIPY skeleton, preparation of propargyl-quinoline compound (5) and the click reaction between distyryl-BODIPY (4) and propargyl-quinoline (5). The structures of all the new compounds were confirmed by MALDI-MS, 1H and 13C NMR spectroscopic techniques. This combination allows the formation of binding sites for metal ions. Thus, the BODIPY-quinoline compound presented in this study is promising for the development of novel fluorescent sensors. The presented synthetic strategy can also be used to synthesize other BODIPY derivatives needed for various applications.
Keywords
Supporting Institution
Karabuk University
Project Number
KBÜBAP-24-DS-103
Ethical Statement
There are no ethical issues after the publication of this manuscript.
Thanks
I am grateful for the financial support from Scientific Reseach Unit of Karabuk University (Grant No. KBÜBAP-24-DS-103)
References
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- [2]. Yilmaz, RF, Derin, Y, Misir, BA, Atalay, VE, Tutar, ÖF, Ökten, S, Tutar, A. 2023. Synthesis and spectral properties of symmetrically arylated BODIPY dyes: Experimental and computational approach. Journal of Molecular Structure; 1291: 135962.
- [3]. Joshi, DK, Betancourt, F, Pilkington, M, Yan, H. 2023. Neutral BODIPY derivatives as photosensitizers. Journal of Photochemistry and Photobiology A: Chemistry; 442: 114770.
- [4]. Gündüz, EÖ, Gedik, ME, Günaydın, G, Okutan, E. 2022. Amphiphilic Fullerene-BODIPY Photosensitizers for Targeted Photodynamic Therapy. ChemMedChem; 17 (6): e202100693.
- [5]. Kırpık, H, Kose, M, Elmes, RBP, Karabork, M. 2024. BODIPY- imine based fluorescence “turn on” chemosensor for selective sensing of Hg2+. Journal of Photochemistry and Photobiology A: Chemistry; 451: 115541.
- [6]. Huang, PJ, Kumarasamy, K, Devendhiran, T, Chen, YC, Dong, TY, Lin, MC. 2021. BODIPY-based hydroxypyridyl derivative as a highly Ni2+-selective fluorescent chemosensor. Journal of Molecular Structure; 1246: 131281.
- [7]. Ksenofontova, KV, Kerner, AA, Ksenofontov, AA, Shagurin, AY, Bocharov, PS, Lukanov, MM, Kayumov, AR, Zhuravleva, DE, Iskhakova, ZI, Molchanov, EE, Merkushev, DA, Khodov, IA, Marfin, YS. 2022. Amine-Reactive BODIPY Dye: Spectral Properties and Application for Protein Labeling. Molecules; 27 (22): 7911.
- [8]. Guseva, GB, Antina, EV, Berezin, MB, Pavelyev, RS, Kayumov, AR, Sharafutdinov, IS, Lisovskaya, SA, Lodochnikova, OA, Islamov, DR, Usachev, KS, Boichuk, SV, Nikitina, LE. 2020. Meso-substituted-BODIPY based fluorescent biomarker: Spectral characteristics, photostability and possibilities for practical application. Journal of Photochemistry and Photobiology A: Chemistry; 401: 112783.
Details
Primary Language
English
Subjects
Macromolecular and Materials Chemistry (Other)
Journal Section
Research Article
Authors
Publication Date
September 26, 2025
Submission Date
November 10, 2024
Acceptance Date
April 10, 2025
Published in Issue
Year 2025 Volume: 21 Number: 3
APA
Yıldırım Sarıkaya, S. (2025). Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound. Celal Bayar University Journal of Science, 21(3), 35-42. https://doi.org/10.18466/cbayarfbe.1582319
AMA
1.Yıldırım Sarıkaya S. Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound. CBUJOS. 2025;21(3):35-42. doi:10.18466/cbayarfbe.1582319
Chicago
Yıldırım Sarıkaya, Semiha. 2025. “Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound”. Celal Bayar University Journal of Science 21 (3): 35-42. https://doi.org/10.18466/cbayarfbe.1582319.
EndNote
Yıldırım Sarıkaya S (September 1, 2025) Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound. Celal Bayar University Journal of Science 21 3 35–42.
IEEE
[1]S. Yıldırım Sarıkaya, “Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound”, CBUJOS, vol. 21, no. 3, pp. 35–42, Sept. 2025, doi: 10.18466/cbayarfbe.1582319.
ISNAD
Yıldırım Sarıkaya, Semiha. “Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound”. Celal Bayar University Journal of Science 21/3 (September 1, 2025): 35-42. https://doi.org/10.18466/cbayarfbe.1582319.
JAMA
1.Yıldırım Sarıkaya S. Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound. CBUJOS. 2025;21:35–42.
MLA
Yıldırım Sarıkaya, Semiha. “Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound”. Celal Bayar University Journal of Science, vol. 21, no. 3, Sept. 2025, pp. 35-42, doi:10.18466/cbayarfbe.1582319.
Vancouver
1.Semiha Yıldırım Sarıkaya. Multistep Synthesis and Structural Analysis of a BODIPY-Quinoline Compound. CBUJOS. 2025 Sep. 1;21(3):35-42. doi:10.18466/cbayarfbe.1582319