![6-(1-naphthyl)-2-[(2,6-diisopropylphenyl)imino]pyridine](http://file1.lookchem.com/cas/reactions/2021/09/09/20491611.svg+xml_ms)
![dibenzo[b,d]thiophen-3-ylboronic acid](http://file1.lookchem.com/cas/reactions/2021/09/09/28039363.svg+xml_ms)
![6-(dibenzo[b,d]thiophen-3-yl)picolinaldehyde](http://file1.lookchem.com/cas/reactions/2021/09/09/33178488.svg+xml_ms)
![N-[(6-bromopyridin-2-yl)methyl]-2-methoxyethaneamine](http://file1.lookchem.com/cas/reactions/2021/09/09/14448768.svg+xml_ms)
34160-40-2Relevant academic research and scientific papers
Non-symmetrical, potentially redox non-innocent imino NHC pyridine 'pincers': Via a zinc ion template-assisted synthesis
Simler, Thomas,Danopoulos, Andreas A.,Braunstein, Pierre
, p. 5955 - 5964 (2017)
New non-symmetrical, redox-active imino NHC pyridine pincer ligands, 2-(R1-imidazol-2-ylidene)-6-(R2NCH)-pyridine (R1 = 2,6-diisopropylphenyl (DiPP), R2 = 2,4,6-trimethylphenyl (Mes), 4B; R1 = R2 = DiPP, 4C), have been accessed by a ZnII-promoted modular synthesis involving the quaternization of R1-imidazole by [Zn(κNimineκNpyridine)(2-(R2NCH)-6-bromo-pyridine)Cl2], followed by ZnII removal and deprotonation of imidazolium pro-ligands. Redox active forms of 4B were implicated in the two complexes obtained by its reaction with FeBr2/KC8; metrical data analysis pointed to the occurrence of radical anionic and dianionic redox states of 4B.
Synthesis, Structures, and Norbornene Polymerization Behavior of Imidazo[1,5- a]pyridine-sulfonate-Ligated Palladacycles
Dong, Jie,Li, Minliang,Wang, Baiquan
, p. 3786 - 3795 (2019)
Two imidazo[1,5-a]pyridine-sulfonate proligands, L1 and L2, were synthesized in five-step reactions. Treatment of the proligands with palladacycles {[Pd(OAc)(8-Me-quin-H)]2, [Pd(dmba)(μ-Cl)]2, and [Pd(o-acetanilido)(μ-trifluoroacetato)]2} yielded the desired five-membered C(sp3),N-chelated (Pd1, Pd2), C(sp2),N-chelated (Pd3, Pd4), and six-membered C(sp2),O-chelated (Pd5, Pd6) palladacycles, respectively. All these complexes were fully characterized by 1H and 13C NMR, IR, high-resolution mass spectrometry, and elemental analysis. The molecular structures of complexes Pd1, Pd2, Pd4, and Pd5 were determined by single-crystal X-ray diffraction analysis. In the presence of MAO or Et2AlCl, Pd1-Pd6 exhibited activities toward the addition polymerization of norbornene which decreased in the order Pd6 > Pd5 > Pd4 > Pd2 > Pd3 > Pd1. The Pd1-Pd6/MAO catalytic system showed high thermal stability and reached the highest activity at 100 °C (6.0 × 107 g of PNB (mol of Pd)-1 h-1 with 99.9% conversion). In the presence of Et2AlCl with low loading (100 equiv), Pd5 and Pd6 exhibited high activities (up to 2.9 × 107 g of PNB (mol of Pd)-1 h-1 with 96.5% conversion). It was demonstrated that the structures of palladacycles and the substituents on the ligands significantly affected the activities of these complexes.
Ni, Pd, and Pt complexes of a tetradentate dianionic thiosemicarbazone-based O^N^N^S ligand
Haseloer, Alexander,Denkler, Luca Mareen,Jordan, Rose,Reimer, Max,Olthof, Selina,Schmidt, Ines,Meerholz, Klaus,H?rner, Gerald,Klein, Axel
, p. 4311 - 4322 (2021/04/06)
New tetradentate phenolate O^N^N^S thiosemicarbazone (TSC) ligands and their Ni(ii), Pd(ii) and Pt(ii) complexes were studied. The diamagnetic and square planar configured orange or red complexes show reversible reductive electrochemistry and in part reversible oxidative electrochemistry at very moderate potentials. DFT calculations show essentially pyridyl-imine centred lowest unoccupied molecular orbitals (LUMO) while the highest occupied molecular orbitals (HOMO) receive contributions from the phenolate moiety, the metal d orbitals and the TSC thiolate atom in keeping with UV-vis spectroelectrochemistry. DFT calculations in conjunction with IR spectra showed details of the molecular structures, the UV-vis absorptions were modelled through TD-DFT calculation with very high accuracy. UPS is fully consistent with UV-vis absorption and TD-DFT calculated data and shows decreasing HOMO-LUMO gaps along the series Pd > Pt > Ni.
Adenosine receptor antagonists
-
Paragraph 0234-0236, (2020/12/15)
The invention provides a compound shown as a formula (I) and a pharmaceutical composition thereof. The compounds of formula (I) of the present invention are useful as adenosine receptor inhibitors, especially A2A and/or A2B inhibitors, for example, the product can be used for prevention or treatment of diseases associated with A2A and/or A2B activity or expression.
Highly efficient palladium-catalysed carbon dioxide hydrosilylation employing PMP ligands
Steinhoff, Patrick,Paul, Melanie,Schroers, Julian P.,Tauchert, Michael E.
supporting information, p. 1017 - 1022 (2019/01/21)
A series of zero-valent palladium complexes featuring diphosphinometal ligands is reported. The metalloligand in the PMP-type framework (M = LiI, CuI, ZnII) acts as a weak to medium acceptor ligand for palladium. A Pd0→ZnII bond was observed in the solid state and further confirmed by NBO analysis. The heterobimetallic Pd/Zn complex 2-Zn displayed excellent activity in chemoselective CO2 hydrosilylation producing silyl formate (TOF1/2 = 3000 h?1).
Optically Active Helical Lanthanide Complexes: Storable Chiral Lewis Acidic Catalysts for Enantioselective Diels–Alder Reaction of Siloxydienes
Harada, Shinji,Nakashima, Saki,Nishida, Atsushi,Oishi, Wakana,Sekino, Shihori
supporting information, (2020/02/05)
Lanthanide triflates and a series of hexadentate chiral ligand complexes were synthesized. X-ray-quality crystals were obtained from mixtures of the lanthanide complexes, which were helical in shape. The complexes showed Lewis acidity and catalyzed the enantioselective Diels–Alder reaction of electron-rich siloxydienes. The complexes were stable enough to be stored at ambient temperature on a laboratory bench and retained their Lewis acidity even after a month.
Imidazole carbene ligand with amide remote basic functional group as well as synthesis method and application thereof
-
Paragraph 0041; 0053-0056, (2019/12/02)
The invention discloses an imidazole carbene ligand with an alkaline remote functional group, which is a compound shown as a formula (1). The ligand and gold can form a stable metal complex used for catalyzing cyclization reactions, rearrangement reactions, nucleophilic addition reactions and the like. The invention provides a synthetic route of the novel imidazole carbene ligand and a metal complex thereof, achieving simple and efficient alkyne nucleophilic addition. The NHC-Au catalyst is provided with a Lewis acid activation center taking gold as a center and an alkali activation center taking a basic group as a center, and a hindered Lewis acid-base pair can be formed by utilizing a unique linear structure of a monovalent gold complex (ligand-gold-substrate), so that beneficial interaction between the basic functional group and a nucleophilic reagent or substrate is realized, and dual synergistic activation effects of a catalytic system on a reaction transition state are achieved.
A Simple, Mild and General Oxidation of Alcohols to Aldehydes or Ketones by SO2F2/K2CO3 Using DMSO as Solvent and Oxidant
Zha, Gao-Feng,Fang, Wan-Yin,Leng, Jing,Qin, Hua-Li
supporting information, p. 2262 - 2267 (2019/04/17)
A practical, general and mild oxidation of primary and secondary alcohols to carbonyl compounds proceeds in yields of up to 99% using SO2F2 as electrophile in DMSO as both the oxidant and the solvent at ambient temperature. No moisture- and oxygen-free conditions are required. Stoichiometric amount of inexpensive K2CO3, which generates easy to separate by-products, is used as the base. Thus, 5-gram scale runs proceeded in nearly quantitative yields by a simple filtration as the work-up. The use of a polar solvent such as DMSO, which usually promotes competing Pummerer rearrangement, is also noteworthy. This protocol is compatible with a variety of common N-, O-, and S-functional groups on (hetero)arene, alkene and alkyne substrates (68 examples). The protocol was applied (99% yield) to a formal synthesis of the important cholesterol-lowering drug Rosuvastatin. (Figure presented.).
2 - Bromo -6 - aldehyde pyridine and its preparation method
-
Paragraph 0058-0086, (2019/07/01)
The present invention provides a 2 - bromo - 6 - aldehyde pyridine and its preparation, wherein the preparation method comprises the following steps: step S1, in the 2 - bromo - 6 - methyl pyridine in an organic solution to react [...], generating 2 - bromo - 6 - bromo pyridine and 2 - bromo - 6 - ([...]) pyridine mixture; step S2, adding ethanol in the mixture, and wherein add hexamine, allowing the mixture to react, to obtain 2 - bromo - 6 - formyl pyridine; step S3, after the addition of an acid in the reaction system, make it undergo hydrolytic reaction, generating the 2 - bromo - 6 - aldehyde pyridine. According to the embodiment of the invention of 2 - bromo - 6 - aldehyde pyridine of the preparation method, can obtain a high purity of the product, and the method is safe, easy to process, the process is simple, and is suitable for industrial production.
N-heterocyclic carbene sulfonic acid ligand precursor as well as synthesis and application of transition metal compound based on ligand
-
Paragraph 0041; 0043; 0044; 0045, (2018/10/19)
The invention provides an imidazo [1,5-a] pyridine N-heterocyclic carbene sulfonic acid ligand precursor as well as synthesis and application of a transition metal compound based on a ligand. The transition metal compound can be used for catalyzing the addition polymerization of norbornene. Both the ligand precursor and the transition metal compound based on the ligand are the first synthesis of the compound, and the synthetic method is simple and higher in yield. Meanwhile, the transition metal compound can efficiently catalyze the addition polymerization of the norbornene, has an activity of10 g of PNB (mol of Pd)h and has an industrial application value.
