154274-14-3

Upstream product

• 92976-56-2 tert-butyldimethyl(1-phenylethoxy)silane 
• 811-98-3 d⁽⁴⁾-methanol 
• 672-65-1 (1-chloroethyl)benzene 
• 98-85-1 1-Phenylethanol 
• 98-86-2 acetophenone 
• 585-71-7 (1-bromoethyl)benzne 
• 3979-51-9 Isopropanol-d1 

Downstream Products

• 585-71-7 (1-bromoethyl)benzne 
• 98-86-2 acetophenone 
• 582-24-1 1-phenyl-2-hydroxyethanone 

Relevant academic research and scientific papers

New ruthenium catalysts for asymmetric transfer hydrogenation of prochiral ketones

Tridentate N,N,N-pyridinebisimidazolines have been studied as new ligands for the enantioselective transfer hydrogenation of prochiral ketones. High yields and excellent enantioselectivity up to >99 % ee have been achieved with an in situ generated cataly

Iridium Azocarboxamide Complexes: Variable Coordination Modes, C-H Activation, Transfer Hydrogenation Catalysis, and Mechanistic Insights

Azocarboxamides, a special class of azo ligands, display intriguing electronic properties due to their versatile binding modes and coordination flexibility. These properties may have significant implications for their use in homogeneous catalysis. In the present report, half-sandwich Ir-Cp? complexes of two different azocarboxamide ligands are presented. Different coordination motifs of the ligand were realized using base and chloride abstracting ligand to give N∧N-, N∧O-, and N∧C-chelated monomeric iridium complexes. For the azocarboxamide ligand having methoxy substituted at the phenyl ring, a mixture of N∧C-chelated mononuclear (Ir-5) and N∧N,N∧C-chelated dinuclear complexes (Ir-4) were obtained by activating the C-H bond of the aryl ring. No such C-H activation was observed for the ligand without the methoxy substituent. The molecular identity of the complexes was confirmed by spectroscopic analyses, while X-ray diffraction analyses further confirmed three-legged piano-stool structure of the complexes along with the above binding modes. All complexes were found to exhibit remarkable activity as precatalysts for the transfer hydrogenation of carbonyl groups in the presence of a base, even at low catalyst loading. Optimization of reaction conditions divulged superior catalytic activity of Ir-3 and Ir-4 complexes in transfer hydrogenation over the other catalysts. Investigation of the influence of binding modes on the catalytic activity along with wide range substrates, tolerance to functional groups, and mechanistic insights into the reaction pathway are also presented. These are the first examples of C-H activation in azocarboxamide ligands.

Molecularly Defined Manganese Pincer Complexes for Selective Transfer Hydrogenation of Ketones

For the first time an easily accessible and well-defined manganese N,N,N-pincer complex catalyzes the transfer hydrogenation of a broad range of ketones with good to excellent yields. This cheap earth abundant-metal based catalyst provides access to useful secondary alcohols without the need of hydrogen gas. Preliminary investigations to explore the mechanism of this transformation are also reported.

Nickel-catalyzed reduction of ketones with water and triethylsilane

The acetophenone (1a) reduction using catalytically active nickel complexes and water is an efficient and sustainable method to access a new methodology of transfer hydrogenation of ketones. When triethylsilane (Et3SiH) was used as sacrificial agent to promote the transfer hydrogenation from water, 1-phenylethanol (2a) was obtained in excellent yield along with silanol (Et3SiOH) as the reaction's driving force. Deuterium labeling studies were made using Et3SiD or D2O and these studies showed that both compounds participate as hydride sources for the ketone reduction. A scope of substrates was assessed, including a variety of mono/diketones, and α,β-unsaturated ketones, to yield the corresponding secondary alcohols and saturated ketones. Additionally, asymmetric transfer hydrogenation of mono-ketones was studied for the mixture of nickel/(bisphosphine or phospholane) as catalyst precursor, using H2O/Et3SiO system and ethanol as hydrogen sources.

RutheniumII(p-cymene) complexes bearing ligands of the type 1-[2′-(methoxycarbonyl)phenyl]-3-[4′-X-phenyl]triazenide (X?=?F, Cl, Br, I): Synthesis, structure and catalytic activity

The synthesis and characterization of triazenes of the type 1-[2′-(methoxycarbonyl)phenyl]-3-[4′-X-phenyl]triazene [X?=?F (1), Cl (2), Br (3), I (4)] as precursors of triazenide ligands for the preparation of their complexes of formula [Ru{1-(2′-methoxyca

Metal-Organic Framework Nodes Support Single-Site Magnesium-Alkyl Catalysts for Hydroboration and Hydroamination Reactions

Here we present the first example of a single-site main group catalyst stabilized by a metal-organic framework (MOF) for organic transformations. The straightforward metalation of the secondary building units of a Zr-MOF with Me2Mg affords a hi

Synthesis, structures and catalytic activity of 1,3-bis(aryl)triazenide(p-cymene)ruthenium(II) complexes

The synthesis, characterization, crystal structures and catalytic activity of four new 1,3-bis(aryl)triazenide(p-cymene)ruthenium(II) complexes bearing methoxycarbonyl (5), hydroxymethyl (6), acetylphenyl (7) in the ortho position, and methyl in the para position (8) of the bis(aryl)triazenide ligand are reported. These complexes were used as catalysts in the transfer hydrogenation reactions of ketones and alkenone with good to excellent yields of the corresponding alcohol. Remarkable differences in yields were obtained with those complexes with ortho substituents on the aryl group of the triazenide ligand (5-7) compared to that without ortho substituent (8). Good selectivity was also observed in the reduction of the alkenone towards the carbonyl group.

Nucleophilic substitution catalyzed by a supramolecular cavity proceeds with retention of absolute stereochemistry

While the reactive pocket of many enzymes has been shown to modify reactions of substrates by changing their chemical properties, examples of reactions whose stereochemical course is completely reversed are exceedingly rare. We report herein a class of wa

Cobalt-catalyzed transfer hydrogenation of C=O and C=N bonds

An earth-abundant metal cobalt catalyst has been developed for the transfer hydrogenation of ketones, aldehydes, and imines under mild conditions. Experiments are described which provide insights into the mechanism of the transfer hydrogenation reaction. The Royal Society of Chemistry 2013.

Ruthenium arene derivatives of chiral ferrocene-based P,N or P,O ligands. Transformation of chloro-alcohol into hydrido-carbonyl complexes

Several ferrocene-based chiral nonracemic aminophosphine and racemic hydroxyphosphine ligands have been used in the synthesis of Ru II(arene) derivatives (arene = p-cymene, benzene). The reaction of suitable ruthenium complexes with the aminoph