Hydrogenation reactions catalyzed by HN(CH2CH2PR2)2-ligated copper complexes

2021 ◽  
Author(s):  
Dewmi A. Ekanayake ◽  
Arundhoti Chakraborty ◽  
Jeanette A. Krause ◽  
Hairong Guan
Keyword(s):  
Copper Complexes ◽  
Copper Hydride ◽  
Aldehydes And Ketones ◽  
Hydrogenation Reactions ◽  
Bromide Complex

Hydrogenation of aldehydes and ketones can be catalyzed by a PNP-ligated copper hydride that is accessible from the copper borohydride or bromide complex or the copper hydride cluster.

A stable well-defined copper hydride cluster consolidated with hemilabile phosphines

2021 ◽  
Author(s):  
Shang-Fu Yuan ◽  
Heng-Wang Luyang ◽  
Zhen Lei ◽  
Xiankai Wan ◽  
Jiao-Jiao Li ◽  
...  
Keyword(s):  
Copper Hydride ◽  
Metal Core ◽  
Hydrogenation Reactions

Copper hydrides are very useful in hydrogenation reactions. We report a stable Stryker-type copper hydride reagent protected by hemilabile phosphines: [Cu8H6(dppy)6](OTf)2 (Cu8-H, dppy = diphenylphoshpino-2-pyridine). The metal core of this...

Hydroxyl and ester functionalized N-heterocyclic carbene complexes of iridium(i): efficient catalysts for transfer hydrogenation reactions

RSC Advances ◽  
2014 ◽  
Vol 4 (50) ◽  
pp. 26222-26230 ◽  
Author(s):  
Derya Gülcemal ◽  
Aytaç Gürhan Gökçe ◽  
Süleyman Gülcemal ◽  
Bekir Çetinkaya
Keyword(s):  
Hydrogenation Reaction ◽  
Transfer Hydrogenation ◽  
Carbene Complexes ◽  
Aldehydes And Ketones ◽  
Hydrogenation Reactions ◽  
Transfer Hydrogenation Reaction

Iridium(i)–NHC catalyzed transfer hydrogenation reaction of aldehydes and ketones with up to 10 000 TON has been achieved.

scholarly journals Reduction of carbonyl compounds via hydrosilylation catalyzed by well-defined PNP-Mn(I) hydride complexes

2021 ◽  
Author(s):  
Stefan Weber ◽  
Dina Iebed ◽  
Mathias Glatz ◽  
Karl Kirchner
Keyword(s):  
Carbonyl Compounds ◽  
Hydrogen Donor ◽  
Synthetic Chemistry ◽  
Double Bonds ◽  
Reduction Reactions ◽  
Hydride Complexes ◽  
Unsaturated Compounds ◽  
Aldehydes And Ketones ◽  
Hydrogenation Reactions

AbstractReduction reactions of unsaturated compounds are fundamental transformations in synthetic chemistry. In this context, the reduction of polarized double bonds such as carbonyl or C=C motifs can be achieved by hydrogenation reactions. We describe here a highly chemoselective Mn(I)-based PNP pincer catalyst for the hydrosilylation of aldehydes and ketones employing polymethylhydrosiloxane (PMHS) as inexpensive hydrogen donor. Graphic abstract

scholarly journals Dehydrogenation, disproportionation and transfer hydrogenation reactions of formic acid catalyzed by molybdenum hydride compounds

2015 ◽  
Vol 6 (3) ◽  
pp. 1859-1865 ◽  
Author(s):  
Michelle C. Neary ◽  
Gerard Parkin
Keyword(s):  
Formic Acid ◽  
Transfer Hydrogenation ◽  
Aldehydes And Ketones ◽  
Hydrogenation Reactions ◽  
Acid Catalyzed

Cyclopentadienyl molybdenum hydride compounds are catalysts for dehydrogenation, disproportionation and transfer hydrogenation reactions of formic acid, in which the latter provides a means to reduce aldehydes and ketones.

Steric hindrance influence of a diazo link upon mesogenic properties of some ligands and related copper complexes

1997 ◽  
Vol 94 ◽  
pp. 1695-1714 ◽  
Author(s):  
P Lesot ◽  
F Perez ◽  
P Judeinstein ◽  
JP Bayle ◽  
H Allouchi ◽  
...  
Keyword(s):  
Steric Hindrance ◽  
Copper Complexes

Nickel-Catalyzed Regioselective Hydroalkylation of 1,3-Dienes with Hydrazones

2019 ◽  
Author(s):  
Leiyang Lv ◽  
Dianhu Zhu ◽  
Zihang Qiu ◽  
Jianbin Li ◽  
Chao-Jun Li
Keyword(s):  
Catalytic Method ◽  
Unsaturated Hydrocarbons ◽  
Carbon Nucleophiles ◽  
Aryl Aldehydes ◽  
Aldehydes And Ketones ◽  
Sterically Hindered

Hydroalkylation of unsaturated hydrocarbons with unstablized carbon nucleophiles is difficult and remains a major challenge. The disclosed examples so far mainly focused on the involvement of heteroatom and/or stabilized carbon nucleophiles as efficient reaction partners. Reported here is an unprecedented regioselective nickel-catalyzed hydroalkylation of 1,3-dienes with hydrazones, generated in situ from abundant aryl aldehydes and ketones and acted as both the sources of unstabilized carbanions and hydride. With this strategy, both terminal and sterically hindered internal dienes are hydroalkylated efficiently in a highly selective manner, thus providing a novel and reliable catalytic method to construct challenging C(sp3)-C(sp3) bonds.

Computationally-Guided Investigation of Dual Amine/pi Lewis Acid Catalysts for Direct Additions of Aldehydes and Ketones to Unactivated Alkenes and Alkynes

2020 ◽  
Author(s):  
Eric Greve ◽  
Jacob D. Porter ◽  
Chris Dockendorff
Keyword(s):  
Lewis Acid ◽  
Density Functional ◽  
Acid Catalyst ◽  
Metal Catalyst ◽  
Catalyst Poisoning ◽  
Lewis Acid Catalysts ◽  
Metal Ligands ◽  
Aldehydes And Ketones ◽  
Lewis Acid Catalyst ◽  
Catalyst Systems

Dual amine/pi Lewis acid catalyst systems have been reported for intramolecular direct additions of aldehydes/ketones to unactivated alkynes and occasionally alkenes, but related intermolecular reactions are rare and not presently of significant synthetic utility, likely due to undesired coordination of enamine intermediates to the metal catalyst. We reasoned that bulky metal ligands and bulky amine catalysts could minimize catalyst poisoning and could facilitate certain examples of direct intermolecular additions of aldehyde/ketones to alkenes/alkynes. Density Functional Theory (DFT) calculations were performed that suggested that PyBOX-Pt(II) catalysts for alkene/alkyne activation could be combined with MacMillan’s imidazolidinone organocatalyst for aldehyde/ketone activation to facilitate desirable C-C bond formations, and certain reactions were calculated to be more exergonic than catalyst poisoning pathways. As calculated, preformed enamines generated from the MacMillan imidazolidinone did not displace ethylene from a biscationic (<i>t</i>-Bu)PyBOX-Pt<sup>2+</sup>complex, but neither were the desired C-C bond formations observed under several different conditions.

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