879-97-0Relevant articles and documents
Catalytic Activation of Unstrained C(Aryl)-C(Alkyl) Bonds in 2,2′-Methylenediphenols
Dong, Guangbin,Ratchford, Benjamin L.,Xue, Yibin,Zhang, Rui,Zhu, Jun
supporting information, p. 3242 - 3249 (2022/02/23)
Catalytic activation of unstrained and nonpolar C-C bonds remains a largely unmet challenge. Here, we describe our detailed efforts in developing a rhodium-catalyzed hydrogenolysis of unstrained C(aryl)-C(alkyl) bonds in 2,2′-methylenediphenols aided by removable directing groups. Good yields of the monophenol products are obtained with tolerating a wide range of functional groups. In addition, the reaction is scalable, and the catalyst loading can be reduced to as low as 0.5 mol %. Moreover, this method proves to be effective to cleave C(aryl)-C(alkyl) linkages in both models of phenolic resins and commercial novolacs resins. Finally, detailed experimental and computational mechanistic studies show that with C-H activation being a competitive but reversible off-cycle reaction, this transformation goes through a directed C(aryl)-C(alkyl) oxidative addition pathway.
Process preparation method of 4-substituted-2, 6-dimethylphenol
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, (2019/07/11)
The present invention discloses a process preparation method of 4-substituted-2, 6-dimethyl phenol. According to the process preparation method, a preparation route method is improved and optimized, reaction conditions are optimized, post-treatment and purification methods are improved, so that the danger grade of operation and the production cost are reduced; and the requirement for the corrosionresistance grade of reaction container equipment is low, the operation is safe, and the post-treatment is environment-friendly; and the prepared 4-substituted-2, 6-dimethyl phenol has less impurities, thus, the purity and the quality of an intermediate product are greatly improved while the yield is improved as well, the difficulty of process control in the production process of a subsequent rawmaterial medicine product is improved, and the quality and qualification rate of the subsequent raw material medicine product are improved; and the steps of the preparation method is simple to operate, the solvent and the process conditions are safe and easy to achieve, environment-friendly production is achieved, and the preparation method has wide application prospect.
C-H borylation by platinum catalysis
Furukawa, Takayuki,Tobisu, Mamoru,Chatani, Naoto
, p. 332 - 342 (2017/05/09)
Herein, we describe the platinum-catalyzed borylation of aromatic C-H bonds. N-Heterocyclic carbene-ligated platinum catalysts are found to be efficient catalysts for the borylation of aromatic C(sp2)-H bonds when bis(pinacolato)diboron is used as the boron source. The most remarkable feature of these Pt catalysts is their lack of sensitivity towards the degree of steric hindrance around the C-H bonds undergoing the borylation reaction. These Pt catalysts allow for the synthesis of sterically congested 2,6-disubstituted phenylboronic esters, which are otherwise difficult to synthesize using existing C-H borylation methods. Furthermore, platinum catalysis allows for the site-selective borylation of the C-H bonds ortho to fluorine substituents in fluoroarene systems. Preliminary mechanistic studies and work towards the synthetic application of this platinum catalyzed C-H borylation process are described.