19016-95-6

Upstream product

• 827-52-1 1-phenyl-1-cyclohexane 
• 1589-60-2 1-phenylcyclohexanol 
• 108-86-1 bromobenzene 
• 108-94-1 cyclohexanone 
• 771-98-2 1-Phenylcyclohexene 

Downstream Products

• 827-52-1 1-phenyl-1-cyclohexane 
• 122299-64-3 C₆H₁₂⁽²⁾HN 

Relevant academic research and scientific papers

Method for selective deuteration of benzyl-position carbon hydrogen bond of aromatic ring

The invention discloses a method for selective deuteration of benzyl-position carbon hydrogen bonds of aromatic rings. To the method, η is carried out on an aromatic ring by using a metal rhodium catalyst. 6 The coordination is activated so tha

Room-Temperature Palladium-Catalyzed Deuterogenolysis of Carbon Oxygen Bonds towards Deuterated Pharmaceuticals

Site-specific incorporation of deuterium into drug molecules to study and improve their biological properties is crucial for drug discovery and development. Herein, we describe a palladium-catalyzed room-temperature deuterogenolysis of carbon–oxygen bonds

Nickel-catalyzed reductive deoxygenation of diverse C-O bond-bearing functional groups

We report a catalytic method for the direct deoxygenation of various C-O bond-containing functional groups. Using a Ni(II) pre-catalyst and silane reducing agent, alcohols, epoxides, and ethers are reduced to the corresponding alkane. Unsaturated species including aldehydes and ketones are also deoxygenated via initial formation of an intermediate silylated alcohol. The reaction is chemoselective for C(sp3)-O bonds, leaving amines, anilines, aryl ethers, alkenes, and nitrogen-containing heterocycles untouched. Applications toward catalytic deuteration, benzyl ether deprotection, and the valorization of biomass-derived feedstocks demonstrate some of the practical aspects of this methodology.

Indium Tribromide-Catalysed Transfer-Hydrogenation: Expanding the Scope of the Hydrogenation and of the Regiodivergent DH or HD Addition to Alkenes

The transfer-hydrogenation as well as the regioselective and regiodivergent addition of H?D from regiospecific deuterated dihydroaromatic compounds to a variety of 1,1-di- and trisubstituted alkenes was realised with InBr3 in dichloro(m)ethane. In comparison with the previously reported BF3?Et2O-catalysed process, electron-deficient aryl-substituents can be applied reliably and thereby several restrictions could be lifted, and new types of substrates could be transformed successfully in hydrodeuterogenation as well as deuterohydrogenation transfer-hydrogenation reactions.

Regioselective Transfer Hydrodeuteration of Alkenes with a Hydrogen Deuteride Surrogate Using B(C6F5)3 Catalysis

A regioselective hydrodeuteration of alkenes using monodeuterated cyclohexa-1,4-dienes as surrogates for hydrogen deuteride (HD) gas is reported. The metal-free process proceeds under B(C6F5)3 catalysis presumably by deuteride abstraction to form borodeuteride [DB(C6F5)3]a and highly Br?nsted-acidic Wheland intermediates. Low catalyst loadings (2.5 mol %) are used, and the reaction proceeds at room temperature.

Efficient and convenient heterogeneous palladium-catalyzed regioselective deuteration at the benzylic position

The Pd/C-catalyzed efficient and regioselective hydrogen-deuterium (H-D) exchange reaction on the benzylic site proceeded in D2O in the presence of a small amount of H2 gas. The use of the Pd/C-ethylenediamine complex [Pd/C(en)] as a catalyst instead of Pd/C led to the efficient deuterium incorporation into the benzylic site of Obenzyl protective groups without hydrogenolysis. These H-D exchange reactions provide a post synthetic and D2-gas-free deuterium-labeling method on a wide variety of benzylic sites using D2O as the deuterium source and heterogeneous Pd/C or Pd/C(en) as a reusable heterogeneous palladium catalyst under mild and neutral conditions.

Pd/C-H2-catalysed deuterium exchange reaction of the benzylic site in D2O

Pd/C is found to catalyse efficient and chemoselective exchange of deuterium derived from D2O with hydrogens on a benzylic carbon in the presence of a catalytic amount of hydrogen at room temperature.

CH ACIDITY OF SUBSTITUTED CYCLOALKANES. I. KINETIC ACIDITY OF PHENYLCYCLOALKANES

The kinetic acidities of phenylcycloalkanes were determined in a solution of lithium cyclohexylamide in cyclohexylamine.The obtained values are compared with the analogous values for cycloalkanes and with the heats of hydrogenation of methylenecycloalkanes.The introduction of the phenyl substituent increases the proton mobility of the hydrogen in the cycloalkanes.A relation was established between the kinetic acidity of the phenylcycloalkanes and the strain in the alkane rings of their carbanions.