62596-28-5Relevant academic research and scientific papers
Synthesis and structural characterization of facile ruthenium(II) hydrazone complexes: Efficient catalysts in α-alkylation of ketones with primary alcohols via hydrogen auto transfer
Kalaiarasi, Chinnasamy,Murugan, Kaliyappan,Vijayan, Paranthaman,Vijayapritha, Subbarayan,Viswanathamurthi, Periasamy
supporting information, (2020/08/06)
As a immersion for development of new complexes, new Ru(II) complexes (1–3) supported by benzothiazole hydrazine Schiff bases of the type [Ru(SAL-HBT)(CO)(AsPh3)2], [Ru(VAN-HBT)(CO)(AsPh3)2] and [Ru(NAP-HBT)(CO)Cl(AsPh3)2] [SAL-HBT = (salicyl((2-(benzothiazol-2yl)hydrazono)methylphenol)), VAN-HBT = 2-((2-(benzothiazol-2-yl)hydrazono)methyl)-6 methoxyphenol) and NAP-HBT = naphtyl-2-((2-(benzothiazol-2-yl)hydrazono)methyl phenol)] were synthesized. Their identities have been established by satisfactory elemental analyses, various spectroscopic techniques (IR, (1H, 13C) NMR) and also mass spectrometry. The ruthenium(II) ion exhibits a hexa coordination with distorted octahedral geometry. In complexes 1 and 2, the ligand coordinated as dianionic tridentate fashion by forming N^N donor five member and N^O donor six member chelate rings. However, in complex 3, the ligand coordinated as monoanionic bidentate fashion by forming N^N donor five-membered ring. The new ruthenium(II) carbonyl complexes were successfully applied as catalysts in α -alkylation of aliphatic and aromatic ketones with alcohols via borrowing hydrogen strategy. Various parameters such as base, solvent, temperature, time and catalyst loading on the catalytic activity were analyzed. From the results, the catalyst 1 was found to be the best catalyst for α-alkylation reaction to obtain excellent yield. The catalytic system has a broad substrate scope, which allows the synthesis of α-alkylated ketones in mild reaction conditions with low catalyst loading under air atmosphere.
Catalytic Carbonyl-Olefin Metathesis of Aliphatic Ketones: Iron(III) Homo-Dimers as Lewis Acidic Superelectrophiles
Albright, Haley,Riehl, Paul S.,McAtee, Christopher C.,Reid, Jolene P.,Ludwig, Jacob R.,Karp, Lindsey A.,Zimmerman, Paul M.,Sigman, Matthew S.,Schindler, Corinna S.
supporting information, p. 1690 - 1700 (2019/01/26)
Catalytic carbonyl-olefin metathesis reactions have recently been developed as a powerful tool for carbon-carbon bond formation. However, currently available synthetic protocols rely exclusively on aryl ketone substrates while the corresponding aliphatic analogs remain elusive. We herein report the development of Lewis acid-catalyzed carbonyl-olefin ring-closing metathesis reactions for aliphatic ketones. Mechanistic investigations are consistent with a distinct mode of activation relying on the in situ formation of a homobimetallic singly bridged iron(III)-dimer as the postulated active catalytic species. These "superelectrophiles" function as more powerful Lewis acid catalysts that form upon association of individual iron(III)-monomers. While this mode of Lewis acid activation has previously been postulated to exist, it has not yet been applied in a catalytic setting. The insights presented are expected to enable further advancement in Lewis acid catalysis by building upon the activation principle of "superelectrophiles" and to broaden the current scope of catalytic carbonyl-olefin metathesis reactions.
β-Arylation of oxime ethers using diaryliodonium salts through activation of inert C(sp 3)-H bonds using a palladium catalyst
Peng, Jing,Chen, Chao,Xi, Chanjuan
, p. 1383 - 1387 (2016/02/05)
An efficient method of selective β-arylation of oxime ethers was realized by using a palladium catalyst with diaryliodonium salts as the key arylation reagents. The reaction proceeded smoothly through the activation of inert C(sp3)-H bonds to give corresponding ketones and aldehydes. This convenient procedure can be successfully applied to construct new C(sp3)-C(sp2) bonds on a number of complex molecules derived from natural products and thus serves as a practical synthetic tool for direct late-stage C(sp3)-H functionalization.
