In 2022,Ren, Xiaoxiao; Gao, Xing; Min, Qiao-Qiao; Zhang, Shu; Zhang, Xingang published an article in Chemical Science. The title of the article was 《(Fluoro)alkylation of alkenes promoted by photolysis of alkylzirconocenes》.SDS of cas: 301673-14-3 The author mentioned the following in the article:
An unprecedented example of alkylzirconocenes Cp2ZrCl(CH2)2R (R = Bn, dimethyl(phenyl)silyl, trimethylsilyl, etc.) promoted difluoroalkylation of alkyl- and silyl-alkenes RCH=CH2 with a variety of unactivated difluoroalkyl iodides and bromides R1C(F2)X (R1 = [(ethanesulfonyl)oxy]methyl, (morpholin-4-yl)carbonyl, 3-[(4-chlorophenyl)carbonyloxy]propyl, etc.; X = I, Br) under the irradiation of visible light without a catalyst. The resulting difluoroalkylated compounds RC(F2)R1 can serve as versatile synthons in organic synthesis. The reaction can also be applied to activated difluoroalkyl, trifluoromethyl, perfluoroalkyl, monofluoroalkyl, and nonfluorinated alkyl halides, providing a general method to controllably access fluorinated compounds Preliminary mechanistic studies reveal that a single electron transfer (SET) pathway induced by a Zr(III) species is involved in the reaction, in which the Zr(III) species is generated by the photolysis of alkylzirconocene with blue light. In the experiment, the researchers used tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3SDS of cas: 301673-14-3)
tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the SimmonsSmith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.SDS of cas: 301673-14-3
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com