Literature DB >> 31532688

Metal-Free Activation of C-I Bonds and Perfluoroalkylation of Alkenes with Visible Light Using Phosphine Catalysts.

Lucas Helmecke1, Michael Spittler1, Kai Baumgarten1, Constantin Czekelius1.   

Abstract

An efficient metal-free, photomediated iodo perfluoroalkylation under mild conditions was developed. Using catalytic amounts (10 mol %) of phosphines and blue light irradiation, various olefins are transformed into the corresponding addition products within short reaction times. For this purpose, a modular and convenient 3D printed photoreactor was constructed, which is presented as an open source model. The reaction presumably proceeds upon generation of perfluoroalkyl radicals, which are formed by catalyst-induced absorption enhancement.

Entities:  

Year:  2019        PMID: 31532688     DOI: 10.1021/acs.orglett.9b02812

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Phosphorus-Based Catalysis.

Authors:  Changmin Xie; Andrew J Smaligo; Xian-Rong Song; Ohyun Kwon
Journal:  ACS Cent Sci       Date:  2021-03-16       Impact factor: 14.553

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

3.  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

4.  Visible Light-Induced Homolytic Cleavage of Perfluoroalkyl Iodides Mediated by Phosphines.

Authors:  Mario Bracker; Lucas Helmecke; Martin Kleinschmidt; Constantin Czekelius; Christel M Marian
Journal:  Molecules       Date:  2020-04-01       Impact factor: 4.411

  4 in total

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