Literature DB >> 29911712

Light-mediated iodoperfluoroalkylation of alkenes/alkynes catalyzed by chloride ions: role of halogen bonding.

Redouane Beniazza1, Lionel Remisse, Damien Jardel, Dominique Lastécouères, Jean-Marc Vincent.   

Abstract

An innovative procedure for the iodoperfluoroalkylation of alkenes/alkynes is described. These reactions, including iodotrifluoromethylations of alkenes, proceed very efficiently under low intensity UVA irradiation in deoxygenated methanol solutions containing catalytic amounts of NaCl or Bu4NCl. Preliminary mechanistic studies indicate that the light-promoted homolytic cleavage of the Rf-I bond that initiates the reaction is facilitated by the halogen bonding interaction between RfI and chloride ions.

Entities:  

Year:  2018        PMID： 29911712     DOI： 10.1039/c8cc02765j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  5 in total

1.  Perfluoroalkylative pyridylation of alkenes via 4-cyanopyridine-boryl radicals.

Authors:  Jia Cao; Guoqiang Wang; Liuzhou Gao; Hui Chen; Xueting Liu; Xu Cheng; Shuhua Li
Journal:  Chem Sci       Date:  2019-01-16       Impact factor: 9.825

2.  Visible-light Promoted Atom Transfer Radical Addition-Elimination (ATRE) Reaction for the Synthesis of Fluoroalkylated Alkenes Using DMA as Electron-Donor.

Authors:  Wen-Wen Xu; Le Wang; Ting Mao; Jiwei Gu; Xiao-Fei Li; Chun-Yang He
Journal:  Molecules       Date:  2020-01-24       Impact factor: 4.411

Review 3.  Vicinal halo-trifluoromethylation of alkenes.

Authors:  Rzgar Tawfeeq Kareem; Bayan Azizi; Manzarbanou Asnaashariisfahani; Abdolghaffar Ebadi; Esmail Vessally
Journal:  RSC Adv       Date:  2021-04-21       Impact factor: 3.361

Review 4.  Recent Advances on the Halo- and Cyano-Trifluoromethylation of Alkenes and Alkynes.

Authors:  Bo Fu; Jorge Escorihuela; Jianlin Han; Santos Fustero; Pablo Barrio; Mikiko Sodeoka; Shintaro Kawamura; Alexander Sorochinsky; Vadim A Soloshonok
Journal:  Molecules       Date:  2021-11-28       Impact factor: 4.411

5.  Construction of sterically congested oxindole derivatives via visible-light-induced radical-coupling.

Authors:  Yanling Shen; Ning Lei; Cong Lu; Dailin Xi; Xinxin Geng; Pan Tao; Zhishan Su; Ke Zheng
Journal:  Chem Sci       Date:  2021-11-17       Impact factor: 9.825
  5 in total

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