Vinylogous Fluorine Stabilizing Effect Enables Rational Design of a Novel Donor-Acceptor Cyclopropane and Its Applications in[3+2]Cycloaddition Reaction and Ring-Opening Polymerization  

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作  者:Yue Li Dian-Feng Chen 

机构地区:[1]Hefei National Research Centerfor Physical Sciences at the Microscale and Department of Polymer Science and Engineering,University of ScienceandTechnologyof China,Hefei,Anhui 230026,China

出  处:《Chinese Journal of Chemistry》2024年第22期2723-2727,共5页中国化学(英文版)

基  金:supported by the National Natural Science Foundation of China(No.22101273);the Fundamental Research Fund for the Central Universities(WK9990000111)。

摘  要:Discovery of unprecedented donor-acceptor patterns can essentially enrich the chemistry of donor-acceptor cyclopropanes.We herein introduce a concept of vinylogous fluorine stabilizing effect,which guides rational design of a novel donor-acceptor cyclopropane employing gem-difluorovinyl group as the electron donor,namely dFVCP.Application of such dFVCPs in a[3+2]cycloaddition with aldehydes and a controlled ring-opening polymerization by a Mg(OTf)_(2)/DIPEA/C(sp^(3))-H initiator system have been demonstrated,providing direct access to fluorine-containing tetrahydrofurans and all-carbon main-chain polymers.

关 键 词:Donor-acceptor cyclopropane gem-Difluorovinyl group Vinylogous fluorine stabilizing effect [3+2]cycloaddition Ring-opening polymerization Strained molecules Monomers Ionic polymerization 

分 类 号:O62[理学—有机化学]

 

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