550373-32-5Relevant academic research and scientific papers
Iron-Catalyzed Alkylation of Nitriles with Alcohols
Ma, Wei,Cui, Suiya,Sun, Huamin,Tang, Weijun,Xue, Dong,Li, Chaoqun,Fan, Juan,Xiao, Jianliang,Wang, Chao
supporting information, p. 13118 - 13123 (2018/09/11)
A general, efficient iron-catalyzed α-alkylation of nitriles with primary alcohols through a hydrogen-borrowing pathway has been developed, allowing a wide variety of alkylated nitriles to be readily accessible. Detailed mechanistic studies suggest that the reaction proceeds via an olefin intermediate with the turnover rate limited by the hydrogenation of the olefin with an iron hydride. Apart from participating in the alkylation, the nitrile is found to play an important role in promoting the formation of and stabilizing the active catalytic species.
TRANSITION METAL ISONITRILE CATALYSTS
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Page/Page column 22; 23, (2018/11/22)
The present disclosure relates to new transition metal isonitrile compounds, processes for the production of the compounds and the use of the compounds as catalysts. The disclosure also relates to the use of the metal isonitrile compounds as catalysts for hydrogenation and transfer hydrogenation of compounds containing one or more carbon-oxygen, and/or carbon-nitrogen and/or carbon-carbon double bonds.
Selective Hydrogenation of Amides to Amines and Alcohols Catalyzed by Improved Iron Pincer Complexes
Schneck, Felix,Assmann, Maik,Balmer, Markus,Harms, Klaus,Langer, Robert
, p. 1931 - 1943 (2016/07/06)
A comparative study on the synthesis, stability, and catalytic activity of various iron pincer complexes with the general formula [(R-PNHP)Fe(H) (CO) (BH4)] is reported, where R denotes the substituent of the terminal PR2-groups (R = tBu, Cy, iPr, Ph, Et). By the example of the synthesized precatalysts, it is shown that the nature of the ligands has a surprising influence on the catalytic properties of the complexes. Bulky ligands and less electron donating ligands affect the stability of the complexes, which preferably react under the loss of CO or H2 to deactivated products. In return, the reduced steric demand and the strong σ-donating properties of the Et-substituted precatalyst (2a) lead to an improved activity in the hydrogenation of esters to alcohols, compared to that of the previously reported iPr-substituted complexes. The improved activity of complex 2a is clearly demonstrated in the direct hydrogenation of amides to alcohols and amines under mild conditions.
Alkene hydrogenation catalyzed by nickel hydride complexes of an aliphatic PNP pincer ligand
Vasudevan, Kalyan V.,Scott, Brian L.,Hanson, Susan K.
, p. 4898 - 4906 (2013/01/15)
To investigate metal-ligand cooperativity as a strategy for promoting nickel-catalyzed alkene hydrogenation, cationic and neutral nickel(II) hydride complexes of the aliphatic pincer ligand PNHPCy {PNHPCy = HN[CH2CH2P(Cy)2]2} have been synthesized and characterized. Cationic hydride complex [(PNHP Cy)Ni(H)]BPh4 (2) catalyzed the hydrogenation of styrene and 1-octene under mild conditions. Only low conversion was observed in the hydrogenation of 3,5-dimethoxybenzaldehyde using 2. The neutral hydride complex (PNPCy)Ni(H) (3) was also found to be an alkene hydrogenation catalyst. Mechanistic experiments suggest that for catalyst 2, the hydrogenation reaction proceeds through a pathway involving initial insertion of the alkene into the Ni-H bond. Contrary to the initial hypothesis, reactivity comparisons with the methyl-substituted hydride complex [(PNMePCy)Ni(H)]BPh 4 {PNMePCy = (CH3)N[CH2CH 2P(Cy)2]2} suggest that metal-ligand cooperativity is not involved in these rare examples of mild and homogeneous nickel hydrogenation catalysis. Copyright
