Category: 49669-22-9

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Construction of Preorganized Polytopic Ligands via Palladium-Promoted Cross-Coupling Reactions

Rigid preorganized multitopic ligands have been designed and synthesized. The Pd(0)-catalyzed cross-coupling reactions between ethynylated derivatives of bipyridine or terpyridine and the corresponding bipyridine or terpyridine halides or triflates provide access to various homo-ditopic, hetero-ditopic, homo-tritopic, and hetero-tritopic ligands bearing acetylene or diphenylacetylene central units in fair to excellent yields. Optimal conditions were found with [Pd(PPh3)2Cl2], CuI in THF and diisopropylamine at rt, or with [Pd(PPh3)4] in benzene and diisopropylamine at 80C. When a phenylethynyl group is present in the molecule, the relevant conditions involve [Pd(PPh3)4] in n-propylamine at 60C. Oxidative dimerization of the ethynylated derivatives in the presence of cupric salts and oxygen gives the corresponding homo-ditopic ligands bearing diacetylene or diphenyldiacetylene as a spacer in good yields. These methods provide a practical approach to the rational design of multichelating ligands for coordination of redox and photoactive transition metals.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Reference of 49669-22-9, In heterogeneous catalysis, the catalyst is in a different phase from the reactants. At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 49669-22-9, name is 6,6′-Dibromo-2,2′-bipyridine. In an article£¬Which mentioned a new discovery about 49669-22-9

Synthesis of crownophanes possessing bipyridine moieties: bipyridinocrownophanes exhibiting perfect extractability toward Ag+ ion

Novel crownophanes with two bipyridine moieties (bipyridinocrownophanes 1a and 1b) were conveniently prepared by means of intramolecular [2+2] photocycloaddition of vinylbipyridine derivatives. In the liquid-liquid extraction of heavy metal cations, 1a and 1b exhibited perfect selectivity toward Ag+ with high efficiency. It was found that the ethereal oxygen atoms and the four nitrogen atoms in 1a and 1b acted as ligating sites, according to the high extractability and complexing stability constant for Ag+ compared to those of the corresponding pyridinocrownophanes 4a and 4b. 1H NMR and ESI-MS analyses suggested that the crownophanes formed a 1:1 complexes with the Ag+ ion.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.49669-22-9. In my other articles, you can also check out more blogs about 49669-22-9

Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.49669-22-9,6,6′-Dibromo-2,2′-bipyridine,as a common compound, the synthetic route is as follows.

A mixture of 2-borylpyrrole*) (1.33 g, 4.14 mmol), 6,6′-dibromo-2,2′-bipyridine (500 mg, 1.59 mmol), Pd(OAc)2 (7.4 mg, 0.033 mmol), PPh3 (17.3 mg, 0.066 mmol), and K2CO3 (885 mg, 6.40 mmol) was stirred in DMF-H2O (16-4 ml) at 90 C under argon for 24 h. After cooling under argon, water (20 ml) was added to cause precipitation. The filtered precipitate was recrystallized from CH2Cl2-MeOH to give gray powder of the product. (* Setsune, J.; Toda, M.; Watanabe, K.; Panda, P. K.; Yoshida, T. Tetrahedron Lett., 2006, 47, 7541.)6,6′-bis(5-carboethoxy-3,4-diethyl-2-pyrryl)-2,2′-bipyridine: Yield 89%. Mp 193C. 1H NMR (400 MHz, d-value, in CDCl3) 9.97 (br, 2H, NH); 8.37, 7.63 (d’2, 2H’2, J = 8.0 Hz, pyridine-b-H); 7.90 (t, 2H, J = 8.0 Hz, pyridine-g-H); 4.40 (q, 4H, J = 7.1 Hz, OCH2Me), 2.82, 2.82 (q’2, 4H’2, J = 7.0 Hz, CH2Me); 1.42 (t, 6H, J = 7.0 Hz, OCH2Me), 1.28, 1.21 (t’2, 6H’2, J = 7.6 and 7.4 Hz, CH2Me). ESI-MS 543.274/543.297 (found/calcd for C32H38N4O4+H+). Analysis calcd. for C32H38N4O4?H2O: C, 68.55; H, 7.19; N, 9.99. Found: C, 68.05; H, 6.91; N, 9.92., 49669-22-9

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Reference£º
Article; Setsune, Jun-Ichiro; Kawama, Miku; Nishinaka, Takeshi; Tetrahedron Letters; vol. 52; 15; (2011); p. 1773 – 1777;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI