13063-61-1Relevant academic research and scientific papers
A Selective and General Cobalt-Catalyzed Hydroaminomethylation of Olefins to Amines
Beller, Matthias,Delolo, Fábio G.,Jackstell, Ralf,Spannenberg, Anke,Yang, Ji
supporting information, (2021/12/06)
A new cobalt catalyst is presented for the domino hydroformylation-reductive amination reaction of olefins. The optimal Co-tert-BuPy-Xantphos catalyst shows good to excellent linear-to-branched (n/iso) regioselectivity for the reactions of aliphatic alken
Dirhodium-Catalyzed Chemo-and Site-Selective C-H Amidation of N, N-Dialkylanilines
Chen, Gong,Arai, Kenta,Morisaki, Kazuhiro,Kawabata, Takeo,Ueda, Yoshihiro
supporting information, p. 728 - 732 (2021/01/18)
A method for dirhodium-catalyzed C(sp 3)-H amidation of N, N-dimethylanilines was developed. Chemoselective C(sp 3)-H amidation of N-methyl group proceeded exclusively in the presence of C(sp 2)-H bonds of the electron-rich aromatic ring. Site-selective C(sp 3)-H amidation proceeded exclusively at the N-methyl group of N-methyl-N-Alkylaniline derivatives with secondary, tertiary, and benzylic C(sp 3)-H bonds α to a nitrogen atom.
The electronic and steric effects of neutral and ionic phosphines on Ir(I)-complex catalyzed hydroaminomethylation of olefins
Liu, Huan,Yang, Da,Yao, Yixuan,Xu, Yongqiang,Shang, Hongyan,Lin, Xufeng
, (2020/02/26)
The electronic and steric effects of a series of neutral and ionic (mono-/di-)phosphines on the performance of Ir(I)-complex catalysts for the hydroaminomethylation of olefins were systematically investigated by means of 1J31P-7
Synthetic β-Cyclodextrin Dimers for Squaraine Binding: Effect of Host Architecture on Photophysical Properties, Aggregate Formation and Chemical Reactivity
Chaudhuri, Sauradip,Verderame, Molly,Mako, Teresa L.,Bandara, Y. M. Nuwan D. Y.,Fernando, Ashvin I.,Levine, Mindy
supporting information, p. 1964 - 1974 (2018/05/15)
Reported herein is the synthesis and application of three novel β-cyclodextrin dimer hosts for the complexation of near infrared (NIR) squaraine dyes in aqueous solution. A series of eight different N-substituted N-methyl anilino squaraine dyes with variable terminal groups are investigated, with an optimal n-hexyl-substituted squaraine guest demonstrating binding constants orders of magnitude higher than the other squaraine–host combinations and comparable to literature-reported systems. Moreover, hydrophobic complexation of the squaraine dyes with the β-cyclodextrin dimer hosts causes drastic changes in the squaraine's photophysical properties, propensity for aggregation and susceptibility to hydrolytic decay.
An efficient and recyclable ionic diphosphine-based Ir-catalyst for hydroaminomethylation of olefins with H2O as the hydrogen source
Liu, Huan,Yang, Da,Wang, Dong-Liang,Wang, Peng,Lu, Yong,Giang, Vo-Thanh,Liu, Ye
supporting information, p. 7979 - 7982 (2018/07/25)
Hydroaminomethylation of olefins with H2O as the hydrogen source was accomplished over an Ir-catalyst with the involvement of an ionic diphosphine (L6). The use of H2O as the hydrogen source could completely inhibit the hydrogenation
With near-infrared absorbing organic small molecule semiconductor material and its preparation and use
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Paragraph 0055; 0056; 0057, (2017/08/24)
The present invention relates to a 2,2'-(2,8-bis(dialkyl amine)-indeno [1,2-b] fluorenes-6,12-diylidene)-dimalononitrile derivative as shown in a formula I, and a preparation method and use. The compound provided by the present invention as shown in the specification is a near-infrared absorbing organic small molecule semiconductor material, which can be used as an active layer of a bipolar organic field effect transistor, an active layer of a near-infrared light detector and other optoelectronic devices.
Esters, Including Triglycerides, and Hydrogen as Feedstocks for the Ruthenium-Catalyzed Direct N-Alkylation of Amines
Adam, Rosa,Cabrero-Antonino, Jose R.,Junge, Kathrin,Jackstell, Ralf,Beller, Matthias
supporting information, p. 11049 - 11053 (2016/10/13)
Triglycerides are used for the direct N-alkylation of amines with molecular hydrogen for the first time. A broad range of interesting and industrially relevant secondary and tertiary amines are obtained in the presence of an in situ formed Ru/Triphos complex. Notably, plant oil can be efficiently applied in this single-step process. Moreover, a variety of other methyl esters can be used as N-alkylation agents in the presence of hydrogen for the synthesis of more advanced building blocks.
Heterogeneous Ni catalysts for N-alkylation of amines with alcohols
Shimizu, Ken-Ichi,Imaiida, Naomichi,Kon, Kenichi,Hakim Siddiki,Satsuma, Atsushi
, p. 998 - 1005 (2013/06/27)
Nickel nanoparticles loaded onto various supports (Ni/MOx) have been prepared and studied for the N-alkylation of amines with alcohols. Among the catalysts, Ni/θ-Al2O3 prepared by in situ H 2-reduction of NiO/θ-Al2O3 shows the highest activity, and it acts as reusable heterogeneous catalyst for the alkylation of anilines and aliphatic amines with various alcohols (benzyl and aliphatic alcohols) under additive free conditions. Primary amines are converted into secondary amines and secondary amines into tertiary amines. For the reaction of aniline with an aliphatic alcohol the catalyst shows higher turnover number (TON) than precious metal-based state-of-the-art catalysts. Mechanistic studies suggest that the reaction proceeds through a hydrogen-borrowing mechanism. The activity of Ni catalysts depends on the nature of support materials; acid-base bifunctional supports give higher activity than basic or acidic supports, indicating that acid-base sites on supports are necessary. The presence of basic (pyridine) or acidic (acetic acid) additive in the solution decreased the activity of Ni/θ-Al2O3, which suggests the cooperation of the acid-base site of θ-Al2O3. For a series of Ni/θ-Al2O3 catalysts with different particle size, the turnover frequency (TOF) per surface Ni increases with decreasing Ni mean particle size, indicating that low-coordinated Ni species and/or metal-support interface are active sites. From these results, we propose that the active site for this reaction is metal-support interface, where low-coordinated Ni0 atoms are adjacent to the acid-base sites of alumina.
Cp*Ir-catalyzed N-alkylation of amines with alcohols. A versatile and atom economical method for the synthesis of amines
Fujita, Ken-ichi,Enoki, Youichiro,Yamaguchi, Ryohei
, p. 1943 - 1954 (2008/09/17)
A versatile and highly atom economical catalytic system consisting of [Cp*IrCl2]2/NaHCO3 (Cp*=pentamethylcyclopentadienyl) for the N-alkylation of amines with primary and secondary alcohols as alkylating reagents has been developed. For example, the reaction of equimolar amounts of aniline and benzyl alcohol in the presence of [Cp*IrCl2]2 (1.0 mol % Ir) and NaHCO3 (1.0 mol %) in toluene at 110 °C gives N-benzylaniline in 94% yield. The present catalytic system is applicable to the N-alkylation of both primary and secondary amines, and only harmless water is produced as co-product. A wide variety of secondary and tertiary amines can be synthesized with high atom economy under mild and less-toxic conditions. One-pot sequential N-alkylation leading to tertiary amines bearing three different substituents is also described.
Synthesis and characterization of 4-alkenyl and 4,4′-dialkenyl-2,2′-bipyridyl ligands bearing π-donor substituents
Bourgault,Renouard,Lognone,Mountassir,Le Bozec
, p. 318 - 325 (2007/10/03)
The synthesis of a new series of π-donor mono- and disubstituted vinyl bipyridines (donor = 4-R2N-C6H4-; 4-RO-C6H4-; (C5H5)Fe(C5H4-); (C5H5)Ru(C5H4-)) has been achieved by reaction of the mono- and dilithio species of 4,4′-dimethyl-2,2′-bipyridine and the monolithio species of 4-nonyl-4′-methyl-2,2′-bipyridine with the appropriate aldehydes. Their 1H NMR and UV-visible characterizations are reported.
