69157-32-0Relevant articles and documents
Solvent-dependent conformational switching of the aromatic N-methyl amides depending upon the acceptor properties of solvents
Okamoto, Iwao,Nabeta, Mayumi,Yamamoto, Misaki,Mikami, Maiko,Takeya, Tetsuya,Tamura, Osamu
, p. 7143 - 7146 (2006)
An aromatic N-methyl amide containing N-(2-pyridyl) and 2,6-pyridinedicarboxamide moieties switches its conformation from cis to trans depending upon the acceptor number of solvents.
Copper(II) complexes of N,N-diisopropylpicolinamide - Solvatochromic and thermochromic phase change of a monomeric complex to a ferromagnetically coupled dimeric complex
Lumb, Isha,Hundal, Maninder Singh,Corbella, Montserrat,Gomez, Veronica,Hundal, Geeta
, p. 4799 - 4811 (2013)
The synthesis and characterization of mononuclear [Cu(L) 2(Cl)2] (1), dinuclear [{CuCl(L)}2(μ-Cl) 2] (2), and another mononuclear complex [Cu(L)2(ClO 4)2] (3) with a bidentate N,N-diisopropylpicolinamide ligand (abbreviated L) are described. Complexes 1 and 2 were obtained from the same reaction mixture and show thermo- and solvatochromic behavior. Complex 1 shows irreversible thermochromism by changing into 2 upon heating at 160 °C. These two complexes also show solvatochromism in various solvents. The coordination geometry of the metal ions in 1 and 3 is distorted octahedral, whereas 2 has CuII ions in a distorted square-pyramidal geometry. Variable-temperature magnetic susceptibility measurements for the dinuclear copper complex show a ferromagnetic interaction between the CuII ions. The chromotropism has been attributed to a change in geometry from octahedral with terminal chloride ligands to a distorted square-pyramidal coordination with bridging chloride ions. A monomer, [Cu(L)2(Cl) 2] (1, L = N,N-diisopropylpicolinamide), and a ferromagnetically coupled dimer, [Cu(L)(Cl)2]2 (2), are obtained from the same reaction mixture. They show thermo- and solvatochromic behavior owing to the change in coordination geometry from a terminally bonded octahedral copper center to a distorted square-pyramidal copper center with bridging chloride ions. Copyright
Stimuli-responsive bile acid-based metallogels forming in aqueous media
Noponen, Virpi,Toikkanen, Katri,Kalenius, Elina,Kuosmanen, Riikka,Salo, Hannu,Siev?nen, Elina
, p. 54 - 61 (2015)
The synthesis and gelation properties of a picolinic acid conjugated bile acid derivative in the presence of metal salts along with the stimuli-responsiveness of the systems are reported. The gels are formed in the presence of Cu2+ ions in the solvent systems composed of 30-50% of organic solvent (MeOH, acetonitrile, or acetone) in water. The gels respond to various stimuli: they can be formed upon sonication or shaking, and their gel-sol transformation can be triggered by a variety of chemical species. NMR, MS, and SEM techniques are exploited in order to gain a deeper insight on the self-assembled systems.
Dipicolinamide compound and synthetic method thereof
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Paragraph 0035; 0037, (2019/12/02)
The invention relates to a compound and a synthetic method thereof and particularly discloses a dipicolinamide compound and a synthetic method thereof. The invention aims to solve the technical problems that the pH of the existing Fenton reaction is sligh
Cobalt-catalyzed, aminoquinoline-directed C(sp2)-H bond alkenylation by alkynes
Grigorjeva, Liene,Daugulis, Olafs
supporting information, p. 10209 - 10212 (2015/03/31)
A method for cobalt-catalyzed, aminoquinoline- and picolinamide-directed C(sp2)-H bond alkenylation by alkynes was developed. The method shows excellent functional-group tolerance and both internal and terminal alkynes are competent substrates for the coupling. The reaction employs a Co(OAc)2·4 H2O catalyst, Mn(OAc)2 co-catalyst, and oxygen (from air) as a terminal oxidant.
An unprecedented ring transformation of a 4-(aminomethyl)oxazoline derivative to a 4-(hydroxymethyl)imidazoline
Schulz, Marvin,Christoffers, Jens
, p. 81 - 86 (2014/01/06)
An optically active 4-(azidomethyl)-2-(2-pyridyl)oxazoline was prepared starting from l-serine and picolinic acid. Reduction of the azide moiety gave the corresponding 4-(aminomethyl)-2-(2-pyridyl)oxazoline, which is not a stable compound but readily unde
Directed amination of non-acidic arene C-H bonds by a copper-silver catalytic system
Tran, Ly Dieu,Roane, James,Daugulis, Olafs
supporting information, p. 6043 - 6046 (2013/06/27)
Amine meets arene: A method for direct amination of β-C(sp 2)-H bonds of benzoic acid derivatives and γ-C(sp 2)-H bonds of benzylamine derivatives has been developed. The reaction is catalyzed by Cu(OAc)2 and a Ag2/s
Copper-catalyzed, directing group-assisted fluorination of arene and heteroarene C-H bonds
Truong, Thanh,Klimovica, Kristine,Daugulis, Olafs
supporting information, p. 9342 - 9345 (2013/07/26)
We have developed a method for direct, copper-catalyzed, auxiliary-assisted fluorination of β-sp2 C-H bonds of benzoic acid derivatives and γ-sp2 C-H bonds of α,α-disubstituted benzylamine derivatives. The reaction employs a CuI cata
Use of tridentate TsDPEN/pyridine ligands in ruthenium-catalysed asymmetric reduction of ketones
Darwish, Moftah O.,Wallace, Alistair,Clarkson, Guy J.,Wills, Martin
supporting information, p. 4250 - 4253 (2013/07/26)
A series of enantiomerically pure tridentate ligands based on the 1,2-diphenylethane-1,2-diamine structure, containing additional pyridine groups, was prepared and tested in asymmetric transfer hydrogenation of ketones using Ru3(CO)12 as a metal source. Alcohols were formed in up to 93% ee in the best cases, and good results were obtained with ortho-haloarylketones.
Scope and limitations of auxiliary-assisted, palladium-catalyzed arylation and alkylation of sp2 and sp3 C-H bonds
Nadres, Enrico T.,Santos, Gerson Ivan Franco,Shabashov, Dmitry,Daugulis, Olafs
, p. 9689 - 9714 (2013/10/22)
The scope of palladium-catalyzed, auxiliary-assisted direct arylation and alkylation of sp2 and sp3 C-H bonds of amine and carboxylic acid derivatives has been investigated. The method employs a palladium acetate catalyst, substrate, aryl, alkyl, benzyl, or allyl halide, and inorganic base in tert-amyl alcohol or water solvent at 100-140 C. Aryl and alkyl iodides as well as benzyl and allyl bromides are competent reagents in this transformation. The picolinic acid auxiliary is used for amine γ-functionalization, and the 8-aminoquinoline auxiliary is used for carboxylic acid β-functionalization. Some optimization of base, additives, and solvent is required for achieving best results.