Chiral Arene Ligand as Stereocontroller for Asymmetric C-H Activation was written by Liang, Hao;Guo, Weicong;Li, Junxuan;Jiang, Jijun;Wang, Jun. And the article was included in Angewandte Chemie, International Edition in 2022.Application of 75581-11-2 This article mentions the following:
Development of chiral ligands is the most fundamental task in metal-catalyzed asym. synthesis. In the last 60 years, various kinds of ligands have been sophisticatedly developed. However, it remains a long-standing challenge to develop practically useful chiral η6-arene ligands, thereby seriously hampering the asym. synthesis promoted by arene-metal catalysts. Herein, the design and synthesis of a class of readily tunable, C2-sym. chiral arene ligands derived from [2.2]paracyclophane is reported. Its ruthenium(II) complexes have been prepared and successfully applied in the enantioselective C-H activation to afford a series of axially chiral isoquinolones (up to 99% yield and 96% ee). This study not only lays chemists’ longstanding doubts about whether it is possible to use chiral arene ligands to stereocontrol ruthenium(II)-catalyzed asym. C-H activation, but also opens up a new avenue to achieve asym. C-H activation. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Application of 75581-11-2).
4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Application of 75581-11-2
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem