Diversity-Oriented Synthesis of Fluoromethylated Arenes via Palladium-Catalyzed C-H Fluoromethylation of Aryl Iodides was written by Du, Yiming;Chen, Shuxin;Huang, Ao;Chen, Yihan;Liu, Yun-Lin;Song, Gaopeng;Tang, Ri-Yuan;Xu, Hanhong;Yao, Guangkai;Li, Zhaodong. And the article was included in Organic Letters in 2022.Formula: C14H21BO4 This article mentions the following:
Herein the first versatile and expeditious method for the site-selective C-H fluoromethylation of aryl iodides ArI (Ar = 2-methylphenyl, 6-chloro-2-methylpyridin-3-yl, 2H-1,3-benzodioxol-5-yl, etc.) via Pd/NBE cooperative catalysis, which could work as a robust toolbox for the diversity-oriented synthesis (DOS) of fluoromethylated arenes, e.g., tert-Bu (E)-3-(2,4-bis(fluoromethyl)-6-methoxypyridin-3-yl)acrylate has been reported. This methodol. features the use of low-cost industrial raw material CH2IF as fluoromethyl source, excellent functional group tolerance and broad ipso terminations scope, and could be expanded to the late-stage modification of biorelevant mols. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Formula: C14H21BO4).
2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4) 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. But ether is more polar than alkenes. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Formula: C14H21BO4
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem