Pyrazolopyridine Ligands in Transition-Metal-Catalyzed C–C and C–Heteroatom Bond-Forming Reactions DOI
Jung Min Joo, Eunsu Kang

Synthesis, Journal Year: 2023, Volume and Issue: 56(10), P. 1549 - 1562

Published: Nov. 28, 2023

Abstract Pyrazole-substituted pyridines have emerged as versatile bidentate ligands in transition-metal catalysis, providing opportunities to fine-tune reactivity and selectivity beyond what conventional bipyridine can achieve. This review focuses on two representative pyrazolopyridine ligands: 2-(1H-pyrazol-1-yl)pyridine (1-PzPy) 2-(1H-pyrazol-3-yl)pyridine (3-PzPy). The 1-PzPy series, characterized by a pyrazole ring serving weakly coordinating Lewis basic ligand, offer flexibility ligand binding. Alternatively, the 3-PzPy series provide both L2- LX-type binding modes, functioning hydrogen bond donors σ-donors, respectively. structural diversity of enables development various synthetic strategies, facilitating cross-coupling, cycloaddition, photocatalytic, asymmetric reactions. highlights roles these advancing transition-metal-catalyzed C–C C–heteroatom bond-forming 1 Introduction 2 Synthesis Pyrazolopyridine Ligands 3 Applications 4 5 Conclusion

Language: Английский

Energetic Features of H-Bonded and π-Stacked Assemblies in Pyrazole-Based Coordination Compounds of Mn(II) and Cu(II): Experimental and Theoretical Studies DOI Creative Commons

Mridul Boro,

Trishnajyoti Baishya,

Antonio Frontera

et al.

Crystals, Journal Year: 2024, Volume and Issue: 14(4), P. 318 - 318

Published: March 29, 2024

Two new coordination compounds comprising Mn(II) and Cu(II) viz. [Mn(bz)2(Hdmpz)2(H2O)] (1) [Cu(crot)2(Hdmpz)2] (2) (where, bz = benzoate; crot crotonate; Hdmpz 3, 5-dimethyl pyrazole) were synthesized characterized. The characterization involved a single crystal X-ray diffraction technique, FT-IR spectroscopy, electronic TGA, elemental analyses. Compounds 1 2 crystallize as mononuclear entities of with penta-coordinated hexa-coordinated Cu(II), respectively. These complexes exhibit distorted trigonal bipyramidal octahedral geometries, A structure analysis compound elucidates the existence C–H⋯π π-stacking interactions alongside O–H⋯O, N–H⋯O, C–H⋯O H-bonding contributing to stabilization compound’s layered assembly. Similarly, in 2, stability is attributed presence hydrogen bonding conjugation interactions. We conducted theoretical investigations analyze π⋯π, H-bonding, antiparallel CH···π non-covalent observed 2. DFT calculations performed find out strength these energetically. Moreover, QTAIM interaction (NCI) plot index tools employed characterize them evaluate contribution H-bonds.

Language: Английский

Citations

4
Copper(II) tetrapyrazole-based complex as a new peroxidase-mimetic compound DOI
Marek Šebela, Giorgio Zoppellaro, Zdeněk Trávnı́ček

et al.

Journal of Inorganic Biochemistry, Journal Year: 2025, Volume and Issue: unknown, P. 112911 - 112911

Published: April 1, 2025

Language: Английский

Citations

0
Functional pyrazolylpyridine ligands in the design of metal complexes with tunable properties DOI
Ekaterina M. Titova, Aleksei A. Titov, Elena S. Shubina

et al.

Russian Chemical Reviews, Journal Year: 2023, Volume and Issue: 92(11), P. RCR5099 - RCR5099

Published: Oct. 5, 2023

(1<i>H</i>-Pyrazolyl)pyridines are highly demanded ligands in coordination chemistry. Compounds of this class analogues 2,2'-bipyridine ligands. They possess a number benefits such as ready availability and the ease synthesis. can function bridging counter-ions because deprotonation NH group. This review summarizes general methods for synthesis pyrazole derivatives substituted with pyridine position 1 or 3(5). The approaches to preparation (1<i>H</i>-pyrazolyl)pyridine ligands, arranged according type coordination, integrated analyzed. compounds various metals, including noble coin formed on basis these described. It was shown that structure pyrazolylpyridine determines photophysical chemical properties metal complex. results be used establish functional ligand — complex property relationships.<br> bibliography includes 119 references.

Language: Английский

Citations

4
Special Issue “Recent Advances in the Synthesis, Functionalization and Applications of Pyrazole-Type Compounds II” DOI Creative Commons
Vera L. M. Silva, Artur M. S. Silva

Molecules, Journal Year: 2023, Volume and Issue: 28(15), P. 5873 - 5873

Published: Aug. 4, 2023

Pyrazole and its derivatives are considered privileged N-heterocycles with immense therapeutic potential [...].

Language: Английский

Citations

3
Theoretical insight into the acceptorless dehydrogenation catalyzed by the transition metal bifunctional catalysts: Mechanism and metal effect DOI
Chen Wang, Qing Fan,

Guixia Wang

et al.

Molecular Catalysis, Journal Year: 2023, Volume and Issue: 547, P. 113352 - 113352

Published: July 8, 2023

Language: Английский

Citations

1
Pyrazolopyridine Ligands in Transition-Metal-Catalyzed C–C and C–Heteroatom Bond-Forming Reactions DOI
Jung Min Joo, Eunsu Kang

Synthesis, Journal Year: 2023, Volume and Issue: 56(10), P. 1549 - 1562

Published: Nov. 28, 2023

Abstract Pyrazole-substituted pyridines have emerged as versatile bidentate ligands in transition-metal catalysis, providing opportunities to fine-tune reactivity and selectivity beyond what conventional bipyridine can achieve. This review focuses on two representative pyrazolopyridine ligands: 2-(1H-pyrazol-1-yl)pyridine (1-PzPy) 2-(1H-pyrazol-3-yl)pyridine (3-PzPy). The 1-PzPy series, characterized by a pyrazole ring serving weakly coordinating Lewis basic ligand, offer flexibility ligand binding. Alternatively, the 3-PzPy series provide both L2- LX-type binding modes, functioning hydrogen bond donors σ-donors, respectively. structural diversity of enables development various synthetic strategies, facilitating cross-coupling, cycloaddition, photocatalytic, asymmetric reactions. highlights roles these advancing transition-metal-catalyzed C–C C–heteroatom bond-forming 1 Introduction 2 Synthesis Pyrazolopyridine Ligands 3 Applications 4 5 Conclusion

Language: Английский

Citations

1