Ruthenium Pincer-Catalyzed Cross-Dehydrogenative Coupling of Primary Alcohols with Secondary Alcohols under Neutral Conditions

2012 ◽  
Vol 354 (13) ◽  
pp. 2403-2406 ◽  
Author(s):  
Dipankar Srimani ◽  
Ekambaram Balaraman ◽  
Boopathy Gnanaprakasam ◽  
Yehoshoa Ben-David ◽  
David Milstein
Keyword(s):  
Secondary Alcohols ◽  
Primary Alcohols ◽  
Dehydrogenative Coupling ◽  
Neutral Conditions

ChemInform Abstract: Ruthenium Pincer-Catalyzed Cross-Dehydrogenative Coupling of Primary Alcohols with Secondary Alcohols under Neutral Conditions.

ChemInform ◽  
2013 ◽  
Vol 44 (9) ◽  
pp. no-no
Author(s):  
Dipankar Srimani ◽  
Ekambaram Balaraman ◽  
Boopathy Gnanaprasam ◽  
Yehoshoa Ben-David ◽  
David Milstein
Keyword(s):  
Secondary Alcohols ◽  
Primary Alcohols ◽  
Dehydrogenative Coupling ◽  
Neutral Conditions

Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines

2019 ◽  
Vol 55 (42) ◽  
pp. 5958-5961 ◽  
Author(s):  
Atanu Bera ◽  
Motahar Sk ◽  
Khushboo Singh ◽  
Debasis Banerjee
Keyword(s):  
Hydrogen Gas ◽  
Selective Synthesis ◽  
Primary Alcohols ◽  
Aromatic Diamines ◽  
Dehydrogenative Coupling

The nickel-catalysed dehydrogenative coupling of 1,2-di-amino-benzene with primary alcohols and diols for the synthesis of N-heterocycles is reported. The catalytic protocol enables the transformation in up to 91% yield and generates water and hydrogen gas as byproducts.

Revisiting Sodium Hypochlorite Pentahydrate (NaOCl·5H2O) for the Oxidation of Alcohols in Acetonitrile without Nitroxyl Radicals

Synlett ◽  
2018 ◽  
Vol 29 (18) ◽  
pp. 2404-2407 ◽  
Author(s):  
Tsunehisa Hirashita ◽  
Yuto Sugihara ◽  
Shota Ishikawa ◽  
Yohei Naito ◽  
Yuta Matsukawa ◽  
...  
Keyword(s):  
Sodium Hypochlorite ◽  
Nitroxyl Radicals ◽  
Secondary Alcohols ◽  
Primary Alcohols ◽  
Oxidation Of Alcohols

Sodium hypochlorite pentahydrate (NaOCl·5H2O) is capable of oxidizing alcohols in acetonitrile at 20 °C without the use of catalysts. The oxidation is selective to allylic, benzylic, and secondary alcohols. ­Aliphatic primary alcohols are not oxidized.

scholarly journals A Simple Iron-Catalyst for Alkenylation of Ketones Using Primary Alcohols

Molecules ◽  
2020 ◽  
Vol 25 (7) ◽  
pp. 1590
Author(s):  
Motahar Sk ◽  
Ashish Kumar ◽  
Jagadish Das ◽  
Debasis Banerjee
Keyword(s):  
Quantitative Determination ◽  
Iron Catalyst ◽  
Mechanistic Studies ◽  
Primary Alcohols ◽  
Deuterium Labeling ◽  
Produce Water ◽  
Dehydrogenative Coupling

Herein, we developed a simple iron-catalyzed system for the α-alkenylation of ketones using primary alcohols. Such acceptor-less dehydrogenative coupling (ADC) of alcohols resulted in the synthesis of a series of important α,β-unsaturated functionalized ketones, having aryl, heteroaryl, alkyl, nitro, nitrile and trifluoro-methyl, as well as halogen moieties, with excellent yields and selectivity. Initial mechanistic studies, including deuterium labeling experiments, determination of rate and order of the reaction, and quantitative determination of H2 gas, were performed. The overall transformations produce water and dihydrogen as byproducts.

scholarly journals Construction of a (NNN)Ru-Incorporated Porous Organic Polymer with High Catalytic Activity for β-Alkylation of Secondary Alcohols with Primary Alcohols

Polymers ◽  
2022 ◽  
Vol 14 (2) ◽  
pp. 231
Author(s):  
Yao Cui ◽  
Jixian Wang ◽  
Lei Yu ◽  
Ying Xu ◽  
David J. Young ◽  
...  
Keyword(s):  
Functional Group ◽  
Catalytic Efficiency ◽  
Organic Polymer ◽  
Pincer Ligands ◽  
High Catalytic Activity ◽  
Secondary Alcohols ◽  
Primary Alcohols ◽  
Solid Supports ◽  
Porous Organic Polymer ◽  
Heterogeneous And Homogeneous Catalysis

Solid supports functionalized with molecular metal catalysts combine many of the advantages of heterogeneous and homogeneous catalysis. A (NNN)Ru-incorporated porous organic polymer (POP-bp/bbpRuCl3) exhibited high catalytic efficiency and broad functional group tolerance in the C–C cross-coupling of secondary and primary alcohols to give β-alkylated secondary alcohols. This catalyst demonstrated excellent durability during successive recycling without leaching of Ru which is ascribed to the strong binding of the pincer ligands to the metal ions.

Aerobic oxidation of primary alcohols in the presence of activated secondary alcohols

2005 ◽  
Vol 46 (5) ◽  
pp. 783-786 ◽  
Author(s):  
Hiromichi Egami ◽  
Hideki Shimizu ◽  
Tsutomu Katsuki
Keyword(s):  
Aerobic Oxidation ◽  
Secondary Alcohols ◽  
Primary Alcohols

One Pot Tandem Dual C=C and C=O Bond Reductions in β-Alkylation of Secondary Alcohols with Primary Alcohols by Ruthenium Complexes of Amido and Picolyl Functionalized N-Heterocyclic Carbenes

2021 ◽  
Author(s):  
A. P. Prakasham ◽  
Sabyasachi Ta ◽  
Shreyata Dey ◽  
Prasenjit Ghosh
Keyword(s):  
Ruthenium Complexes ◽  
Heterocyclic Carbenes ◽  
Secondary Alcohols ◽  
Coupling Reactions ◽  
Primary Alcohols ◽  
One Pot ◽  
The One ◽  
Alcohol Alcohol

Two different class of ruthenium complexes, namely, [1-mesityl-3-(2,6-Me2-phenylacetamido)-imidazol-2-ylidene]Ru(p-cymene)Cl (1c) and {[1-(pyridin-2-ylmethyl)-3-(2,6-Me2-phenyl)-imidazol-2-ylidene]Ru(p-cymene)Cl}Cl (2c), successfully carried out the one-pot tandem alcohol-alcohol coupling reactions of a variety of secondary and primary alcohols, in...

Iridium-Catalyzed Alkylation of Secondary Alcohols with Primary Alcohols: A Route to Access Branched Ketones and Alcohols

2020 ◽  
Vol 85 (14) ◽  
pp. 9139-9152 ◽  
Author(s):  
Sertaç Genç ◽  
Süleyman Gülcemal ◽  
Salih Günnaz ◽  
Bekir Çetinkaya ◽  
Derya Gülcemal
Keyword(s):  
Secondary Alcohols ◽  
Primary Alcohols
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