18978-78-4Relevant articles and documents
Palladium complexes bearing an N-heterocyclic carbene–sulfonamide ligand for cooligomerization of ethylene and polar monomers
Tao, Wenjie,Wang, Xiaoming,Ito, Shingo,Nozaki, Kyoko
, p. 474 - 477 (2019)
Herein, we report the synthesis of palladium complexes bearing an N-heterocyclic carbene (NHC)-sulfonamide bidentate ligand and their application in ethylene oligomerization and ethylene/polar monomer cooligomerization. These catalysts could smoothly catalyze ethylene oligomerization and ethylene/methyl acrylate cooligomerization albeit the performance was lower compared to that of a NHC–phenoxide catalyst.
Long-Chain Alkyl-Substituted 1,10-Phenanthrolines as Surfactant Ligands for Transition-Metal Ions. 1. Synthesis of 4- and 4,7-n-Undecyl-Substituted 1,10-Phenanthrolines
Lund, Gary K.,Holt, Smith L.
, p. 227 - 229 (1981)
A convenient synthesis for 4- and 7-n-undecyl-1,10-phenanthrolines, based on a modified Doebner-von Miller reaction, is described for the following 1,10-phenanthrolines: 4-n-undecyl, 4,7-di-n-undecyl, 2-methyl-4-n-undecyl, 2,9-dimethyl-4-n-undecyl, and 2-methyl-7-n-undecyl.
Development of Improved Amidoquinoline Polyolefin Catalysts with Ultrahigh Molecular Weight Capacity
Fontaine, Philip P.,Ueligger, Steve,Klosin, Jerzy,Hazari, Amaruka,Daller, Joe,Hou, Jianbo
, p. 1354 - 1363 (2015)
A new synthetic route to amidoquinoline olefin polymerization catalysts has been developed involving significantly less expensive and more readily available starting materials. The new methodology was used to prepare N-mesityl-2-methylquinolin-8-amine, which in turn was converted into trialkyl complexes of Hf, Zr, and Ti. The new complexes were characterized by elemental analysis, 1D and 2D NMR spectroscopy, and X-ray crystallography. A batch reactor ethylene/1-octene copolymerization evaluation at 140 C showed that the new Hf congener outperformed a series of previously reported molecular olefin polymerization catalysts. In particular, the new Hf catalyst exhibits excellent activity and a remarkable capacity to produce ultrahigh molecular weight copolymers at elevated reaction temperatures. (Chemical Presented).
Convenient syntheses and preliminary photophysical properties of novel 8-aminoquinoline appended diaza-18-crown-6 ligands
Xue, Guoping,Bradshaw, Jerald S,Dalley, N.Kent,Savage, Paul B,Krakowiak, Krzysztof E,Izatt, Reed M,Prodi, Luca,Montalti, Marco,Zaccheroni, Nelsi
, p. 7623 - 7628 (2001)
Novel 7,16-bis(8-amino-2-quinolinylmethyl)- and 7,16-bis(8-amino-7-quinolinylmethyl)-diaza-18-crown-6 ligands (12 and 16) have been synthesized by reductive amination of 8-(di-tert-butoxycarbonyl)amino-2-quinolinecarboxaldehyde (followed by removal of the Boc protecting groups) or 8-amino-7-quinolinecarboxaldehyde with diaza-18-crown-6 using triacetoxyborohydride (NaBH(OAc)3) as the reducing agent. The crystal structure of ligand 16 is also given. The absorption spectra of 12 and 16 are dominated by two intense bands at 250±5 and 238±1 nm which are blue shifted upon addition of alkaline earth and heavy metal ions in acetonitrile. In addition, intensities of the fluorescence bands of 12 and 16 are reduced in the presence of metal ions.
Stepwise construction of polysubstituted phenanthroline-based glutamate pockets for lanthanide complexation
Ziessel, Raymond,Weibel, Nicolas,Charbonniere, Loic J.
, p. 3127 - 3133 (2006)
A multi-functionalized ligand, based on a glutamic acid skeleton, bearing phenanthroline carboxylic units as chromophores and chelating arms has been designed. A base-assisted bis N-alkylation of dimethyl glutamate hydrochloride with the pivotal 2-carbomethoxy-4-methoxy-9-bromomethyl-1,10-phenanthroline building block, followed by a saponification step, provided the target ligand as its tetrahydrochloride salt. The spectroscopic properties of the ligand and its lanthanide(III) complexes were investigated in aqueous 0.01 M TRIS/HCl buffer at pH 7.0. The europium(III) complex was highly luminescent, exhibiting a quantum yield of 6% despite the presence of ca. one molecule of water in the first coordination sphere, whereas the terbium(III) complex was only weakly luminescent. Georg Thieme Verlag Stuttgart.
NaI/PPh3-Mediated Photochemical Reduction and Amination of Nitroarenes
Qu, Zhonghua,Chen, Xing,Zhong, Shuai,Deng, Guo-Jun,Huang, Huawen
supporting information, p. 5349 - 5353 (2021/07/21)
A mild transition-metal- and photosensitizer-free photoredox system based on the combination of NaI and PPh3 was found to enable highly selective reduction of nitroarenes. This protocol tolerates a broad range of reducible functional groups such as halogen (Cl, Br, and even I), aldehyde, ketone, carboxyl, and cyano. Moreover, the photoredox catalysis with NaI and stoichiometric PPh3 provides also an alternative entry to Cadogan-type reductive amination when o-nitrobiarenes were used.
Visible-Light-Photocatalyzed Reductions of N-Heterocyclic Nitroaryls to Anilines Utilizing Ascorbic Acid Reductant
Todorov, Aleksandar R.,Aikonen, Santeri,Muuronen, Mikko,Helaja, Juho
supporting information, p. 3764 - 3768 (2019/05/24)
A photoreductive protocol utilizing [Ru(bpy)3]2+ photocatalyst, blue light LEDs, and ascorbic acid (AscH2) has been developed to reduce nitro N-heteroaryls to the corresponding anilines. Based on experimental and computational results and previous studies, we propose that the reaction proceeds via proton-coupled electron transfer between AscH2, photocatalyst, and the nitro N-heteroaryl. The method offers a green catalytic procedure to reduce, e.g., 4-/8-nitroquinolines to the corresponding aminoquinolines, substructures present in important antimalarial drugs.
