32897-40-8Relevant academic research and scientific papers
Achieving Aliphatic Amine Addition to Arylalkynes via the Lewis Acid Assisted Triazole-Gold (TA-Au) Catalyst System
Jia, Teng,Fan, Shengyu,Li, Fengmian,Ye, Xiaohan,Zhang, Wenke,Song, Zhiguang,Shi, Xiaodong
supporting information, p. 6019 - 6023 (2021/08/03)
Transition metal catalyzed intermolecular hydroamination of the arylalkynes with aliphatic amine is generally problematic due to the good coordination between amine and metal cation. With the combination of 1,2,3-triazole coordinated gold(I) catalyst (TA-Au) and Zn(OTf)2 cocatalyst, this challenging transformation was achieved with good to excellent yields and regioselectivity. Compared to previously reported methods, this approach offered an alternative catalyst system to achieve this fundamental chemical transformation with high efficiency and practical conditions.
Deposition of highly dispersed gold nanoparticles onto metal phosphates by deposition-precipitation with aqueous ammonia
Kamata, Keigo,Miura, Hiroki,Nishio, Hidenori,Shishido, Tetsuya
, p. 7141 - 7150 (2021/11/17)
An efficient method for depositing gold nanoparticles onto metal phosphate has been developed. Deposition-precipitation with aqueous ammonia enabled small gold nanoparticles to be deposited onto a series of metal phosphates with high dispersity and density. A detailed investigation of the mechanism of the formation of gold nanoparticles corroborated that strong interaction between a gold-ammine complex formed by the treatment of HAuCl4 with ammonia and positively-charged metal phosphates was responsible for the formation of highly dispersed gold nanoparticles. Furthermore, the thus-prepared gold catalysts supported on metal phosphates showed higher catalytic activity than those supported on metal oxides for the hydroamination of terminal alkynes. This journal is
Palladium-Catalyzed Methylation of Nitroarenes with Methanol
Wang, Lin,Neumann, Helfried,Beller, Matthias
, p. 5417 - 5421 (2019/04/04)
A procedure for the synthesis of N-methyl-arylamines directly from nitroarenes using methanol as green methylating agent was developed. The key to success is the use of a specific catalyst system consisting of palladium acetate and the ligand 1-[2,6-bis(isopropyl)phenyl]-2-[tert-butyl(2-pyridinyl)phosphino]-1H-Imidazole (L1). The generality of this protocol is demonstrated in the synthesis of more than 20 N-methyl-arylamines under comparably mild conditions. Combining this novel methodology with subsequent coupling processes using the same catalyst allows for efficient diversification of aromatic nitro compounds to a broad variety of amines including drug molecules.
Single-Step Synthesis of Dinuclear Neutral Gold(I) Complexes with Bridging Di(N-heterocyclic carbene) Ligands and Their Catalytic Performance in Cross Coupling Reactions and Alkyne Hydroamination
Baron, Marco,Battistel, Edoardo,Tubaro, Cristina,Biffis, Andrea,Armelao, Lidia,Rancan, Marzio,Graiff, Claudia
, p. 4213 - 4223 (2018/11/23)
We report on a single-step procedure for the synthesis of dinuclear gold(I) complexes with bridging di(N-heterocyclic carbene) (diNHC) ligands of general formula Au2Br2L1-9 (L = diNHC). The obtained complexes differ in the bridging group between the carbene donors and in the terminal wingtip substituents at the imidazol-2-ylidene rings. The complexes have been characterized by means of elemental analysis, NMR spectroscopy, ESI-MS spectrometry, and single-crystal X-ray structure analysis. The dinuclear gold(I) complexes have been tested as homogeneous catalysts in technologically relevant reactions such as the cross coupling between phenylboronic acid and aryl bromides and the intermolecular hydroamination of alkynes. The catalytic performance has been compared for complexes Au2Br2L1-9 and the benchmark mononuclear complex IPrAuCl.
Factors influencing the photocatalytic hydroamination of alkynes with anilines catalyzed by supported gold nanoparticles under visible light irradiation
Zhao, Jian,Zheng, Zhanfeng,Bottle, Steven,Chen, Chao,Huang, Yiming,Sarina, Sarina,Chou, Alison,Zhu, Huaiyong
, p. 31717 - 31725 (2016/04/26)
The addition of an N-H bond to C≡C triple bonds in the hydroamination of alkynes is of great importance in synthetic chemistry. We found that visible light irradiation can efficiently drive the direct hydroamination of alkynes using supported gold nanopar
A Salan-shaped former transition metal amido and its preparation method and application
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Paragraph 0069-0070, (2017/04/21)
The invention discloses Salan-type early transition metal amide and a preparation method and application thereof. The Salan-type early transition metal amide disclosed by the invention is characterized in that a general formula of the Salan-type early tra
Zirconium catalysed intermolecular hydroamination reactions of secondary amines with alkynes
Sun, Qiu,Wang, Yaorong,Yuan, Dan,Yao, Yingming,Shen, Qi
supporting information, p. 7633 - 7636 (2015/06/01)
An in situ generated cationic zirconium complex stabilized by an n-butylamine-bridged bis(phenolato) ligand has been developed to catalyse hydroamination reactions of secondary amines, which is the first example of group 4 metal based catalysts capable of
Comparison of decamethyldizincocene [(η5-Cp*) 2Zn2] versus decamethylzincocene [Cp*2Zn] and diethylzinc Et2Zn as precatalysts for the intermolecular hydroamination reaction
Luehl, Anja,Hartenstein, Larissa,Roesky, Peter W.,Blechert, Siegfried
, p. 7109 - 7116,8 (2020/09/02)
A comparison of the Zn-Zn bonded species [(η5-Cp*) 2Zn2] versus the related organometallic zinc compound [Cp*2Zn] and ZnEt2 for the intermolecular hydroamination reaction in the presence of equimolar
Tertiary alcohols by tandem β-carbolithiation and N→C aryl migration in enol carbamates
Fournier, Anne M.,Clayden, Jonathan
supporting information; experimental part, p. 142 - 145 (2012/02/14)
Enol carbamates (O-vinylcarbamates) derived from aromatic or α,β-unsaturated compounds and bearing an N-aryl substituent undergo carbolithiation by nucleophilic attack at the (nominally nucleophilic) β position of the enol double bond. The resulting carbamate-stabilized allylic, propargylic, or benzylic organolithium rearranges with N→C migration of the N-aryl substituent, creating a quaternary carbon α to O. The products may be readily hydrolyzed to yield multiply branched tertiary alcohols in a one-pot tandem reaction, effectively a polarity-reversed nucleophilic β-alkylation-electrophilic α-arylation of an enol equivalent.
Zinc-zinc bonded decamethyldizincocene Zn2(η5- C5Me5)2 as catalyst for the inter- and intramolecular hydroamination reaction
Luehl, Anja,Pada Nayek, Hari,Blechert, Siegfried,Roesky, Peter W.
scheme or table, p. 8280 - 8282 (2011/09/14)
The Zn-Zn bonded compound [(η5-Cp*)2Zn 2] was investigated as catalyst for the inter- and intramolecular hydroamination reaction. High reaction rates under mild conditions were observed. This is the first application of a
