66464-23-1

Upstream product

• 445-29-4 o-fluoro-benzoic acid 
• 863305-32-2 diphenic acid 
• 7535-15-1 2,2'-biphenyldicarboxylic acid dichloride 
• 1386451-09-7 4,4-dimethyl-2-{2-[bis(trimethylsiloxy)(methyl)silyl]phenyl}-4,5-dihydrooxazole 
• 19312-06-2 4,5-dihydro-4,4-dimethyl-2-phenoxazole 
• 66464-20-8 2-(2-fluorophenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole 
• 66464-21-9 2-(2-lithiophenyl)-4,4-dimethyl-Δ²-oxazoline 

Relevant academic research and scientific papers

Iron-catalyzed oxidative homo-coupling of aryl grignard reagents

(Chemical Equation Presented) Iron-catalyzed homo-coupling of aryl Grignard reagents was successfully developed. A variety of aryl Grignard reagents were efficiently converted into the corresponding symmetrical biaryls in the presence of 1-5 mol % FeCl3 and a stoichiometric amount of 1,2-dichloroethane.

Ruthenium-Catalyzed Reductive Cleavage of Unstrained Aryl-Aryl Bonds: Reaction Development and Mechanistic Study

Cleavage of carbon-carbon bonds has been found in some important industrial processes, for example, petroleum cracking, and has inspired development of numerous synthetic methods. However, nonpolar unstrained C(aryl)-C(aryl) bonds remain one of the toughest bonds to be activated. As a detailed study of a fundamental reaction mode, here a full story is described about our development of a Ru-catalyzed reductive cleavage of unstrained C(aryl)-C(aryl) bonds. A wide range of biaryl compounds that contain directing groups (DGs) at 2,2′ positions can serve as effective substrates. Various heterocycles, such as pyridine, quinoline, pyrimidine, and pyrazole, can be employed as DGs. Besides hydrogen gas, other reagents, such as Hantzsch ester, silanes, and alcohols, can be employed as terminal reductants. The reaction is pH neutral and free of oxidants; thus a number of functional groups are tolerated. Notably, a one-pot C-C activation/C-C coupling has been realized. Computational and experimental mechanistic studies indicate that the reaction involves a ruthenium(II) monohydride-mediated C(aryl)-C(aryl) activation and the resting state of the catalyst is a η4-coordinated ruthenium(II) dichloride complex, which could inspire development of other transformations based on this reaction mode.

Ruthenium-catalyzed ortho-selective aromatic C-H silylation: Acceptorless dehydrogenative coupling of hydrosilanes

The intermolecular dehydrogenative coupling of 1,1,1,3,5,5,5- heptamethyltrisiloxane with aromatic compounds such as aryloxazolines and arylimines in the presence of a catalytic amount of [RuCl2(p-cymene)] 2 gave the corresponding orthosilylated products in good yields.