2405-59-6Relevant academic research and scientific papers
Base-Mediated Site-Selective Hydroamination of Alkenes
Koh, Ming Joo,Lee, Boon Chong,Li, Ping,Zhang, Xiaoxiang
supporting information, (2021/12/29)
We present a base-mediated hydroamination protocol, using substoichiometric amounts of a hydrosilane and potassium tertbutoxide, that operates under mild conditions at 30 °C. Many aryl- and heteroatom-substituted olefins as well as arylamines are tolerated, affording the desired products with complete regioselectivity. Preliminary mechanistic investigations reveal a non-radical pathway for hydroamination. A sequential remote hydroamination strategy involving an initial Fe-catalysed olefin isomerisation followed by our base-mediated hydroamination was also developed to directly access-arylamines from terminal aliphatic alkenes.
Rhodium(I) N-heterocyclic carbene complexes as catalysts for the anti-markovnikov hydroaminations of styrene
G?k, Yetkin,Yi?it, Beyhan,?elikal, ?zlem ?zero?lu,Yi?it, Murat
, p. 941 - 953 (2021/05/19)
A series of new rhodium(I) complexes with benzimidazole based N-heterocyclic carbene (NHC) ligand were synthesized by reactions of benzimidazolium salts with [Rh(OMe)COD]2. The characterization of rhodium(I) complexes with the general formula [RhCl(NHC)(4-1,5-cyclooctadiene)] was done by physicochemical and spectroscopic methods. All the synthesized complexes were tested as catalysts in the intermolecular hydroamination reactions between styrene with aromatic amines in ionic liquid. All of these complexes tested here are catalytically active for the intermolecular hydroamination of styrene with aromatic amines in ionic liquid. The anti-Markovnikov addition products were obtained selectively by using 1 mol% of the rhodium complex.
Ruthenium(II) complexes with chelating n-heterocyclic carbenes and a ruthenate(II) complex as catalysts for the anti-Markovnikov hydroaminations of styrene
?elikal, ?zlem ?zero?lu,G?k, Yetkin,Yi?it, Beyhan,Yi?it, Murat
, (2021/09/03)
New ruthenium chelate and ruthenate complexes were synthesized through the reaction of benzimidazolium salts and [RuCl2(p-cymene)]2 in toluene and characterized by elemental analysis, 1H NMR and 13C NMR spectroscopy. These ruthenium complexes were tested as catalysts in the intermolecular hydroamination reactions between styrene with aromatic amines in ionic liquid. All of these complexes tested here showed good catalytic activity in these reactions. The hydroamination reactions regioselectively produced anti-Markovnikov addition products in moderate to good yields by using 1 mol% of the ruthenium complex.
COOL-SENSATION IMPARTER COMPOSITION CONTAINING 2,2,6-TRIMETHYLCYCLOHEXANECARBOXYLIC ACID DERIVATIVE
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Paragraph 0414-0416, (2020/12/19)
A cooling agent composition contains a 2,2,6-trimethylcyclohexanecarboxylic acid derivative represented by the following general formula (1). The symbol * represents an asymmetric carbon atom. X represents NH, N(ZAr2), O or S, Z represents a single bond or an alkylene group having 1 to 3 carbon atoms which may have a substituent, Ar2 represents an aryl group having 6 to 20 carbon atoms which may have a substituent or an aromatic heterocyclic group having 2 to 15 carbon atoms which may have a substituent. Y each independently represents a methylene group which may have a substituent, and n represents an integer of 0 to 3. Ar1 represents an aryl group having 6 to 20 carbon atoms which may have a substituent or an aromatic heterocyclic group having 2 to 15 carbon atoms which may have a substituent.
Selective Synthesis of Secondary Amines from Nitriles by a User-Friendly Cobalt Catalyst
Sharma, Dipesh M.,Punji, Benudhar
supporting information, p. 3930 - 3936 (2019/07/12)
Selective hydrogenation/reductive amination of nitriles to secondary amines catalyzed by an inexpensive and user-friendly cobalt complex, (Xantphos)CoCl2, is reported. The use of (Xantphos)CoCl2 and ammonia borane (NH3?BH3) combination affords the selective reduction of nitriles to symmetrical secondary amines, whereas the employment of (Xantphos)CoCl2 and dimethylamine borane (Me2NH?BH3) along with external amines produce unsymmetrical secondary amines and tertiary amines. The general applicability of this methodology is demonstrated by the synthesis of 43 symmetrical and unsymmetrical secondary and tertiary amines bearing diverse functionalities. (Figure presented.).
Iron-Catalyzed Regioselective α-C-H Alkylation of N-Methylanilines: Cross-Dehydrogenative Coupling between Unactivated C(sp3)-H and C(sp3)-H Bonds via a Radical Process
Li, Ze-Lin,Sun, Kang-Kang,Wu, Peng-Yu,Cai, Chun
, p. 6830 - 6839 (2019/06/14)
The iron-catalyzed α-C-H alkylation of N-methylanilines without any directing group by cross-dehydrogenative coupling between unactivated C(sp3)-H and C(sp3)-H bonds has been established for the first time, which provides a good complement to C(sp3)-H activation reactions and expands the field of Fe-catalyzed C-H functionalizations. Many different C(sp3)-H bonds in cyclic alkanes, cyclic ethers, and toluene derivatives can be used as coupling partners. Mechanistic investigations including the radical reaction process, the main role of various reagents, and the kinetic isotope effect experiment were also described.
Cobalt-Catalyzed Reductive Alkylation of Amines with Carboxylic Acids
Emayavaramban, Balakumar,Chakraborty, Priyanka,Sundararaju, Basker
, p. 3089 - 3093 (2018/12/11)
Direct reductive alkylation of amines with carboxylic acid is carried out by using an inexpensive, air-stable cobalt/triphos catalytic system with molecular hydrogen as the reductant. This efficient synthetic method proceeds through reduction and condensation, followed by reduction of the in situ-generated imine into the amine in a green catalytic process.
Preparation of large-steric-hindrance trivalent rhodium imide complex and application thereof
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Paragraph 0034; 0035; 0036, (2019/04/30)
The invention provides a large-steric-hindrance trivalent rhodium imide complex containing a rhodium-nitrogen dual-key structure. The large-steric-hindrance trivalent rhodium imide complex is characterized by including the following structure shown in the description. A synthesis technology is simple and green, and has excellent selectivity and a high yield. The large-steric-hindrance trivalent rhodium imide complex has the features of stable physical and chemical properties and thermal stability, and has excellent activity and regional selectivity in an anti-Markovnikov hydroamination reaction of olefins.
Nitrogen-iridium [...] imine complexes of multiple bond, preparation method and application thereof (by machine translation)
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Paragraph 0036; 0037; 0038, (2019/02/13)
The invention belongs to the technical field of synthetic chemistry, in particular to a multiple bond of nitrogen-iridium [...] imine complex, preparation method and its application. The invention relates to a compound cyclooctadiene [...][...] dimer [IrCl (COD)]2 As the raw material, it is connected to the phenyl pyrrole compounds in the reaction under alkaline conditions, obtain [...] complex containing a precursor, then the use of azide oxidation process will be its oxidized into nitrogen-iridium [...] imine compound of the multiple bond. The invention synthesis technique is simple green, has excellent selectivity and high yield. The invention of [...] imine complex with stable physical and chemical properties and characteristics such as thermal stability, and in the hydroamination reaction of olefins demonstrate the excellent activity and regional selective (counter-ma rules). (by machine translation)
Nickelous imine complex with nickel nitrogen double-bond structure and preparation and application of nickelous imine complex
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Paragraph 0038-0041, (2019/10/01)
The invention relates to a nickelous imine complex with a nickel nitrogen double-bond structure and preparation and application of the nickelous imine complex. The preparation method of the nickelousimine complex comprises the following steps that 1, a phenyldipyridine ligand solution is added into a zero-valent nickel precursor solution for a reaction for 3-5 hours at room temperature; 2, azidobenzene is added for a reaction for 2-5 hours at room temperature, and through aftertreatment, the nickelous imine complex is obtained. The nickelous imine complex is used for catalyzing an anti-Markovnikov hydroamination reaction of styrene to prepare a linear-chain amine compound. Compared with the prior art, the synthesizing technology is simple and green, the selectivity and the yield are high,the nickelous imine complex prepared by using the method has the advantages of stable physicochemical properties, thermal stability and the like, and the nickelous imine complex can show excellent activity and regioselectivity in the reaction of catalyzing the anti-Markovnikov hydroamination reaction of the styrene.
