首页|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

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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Discovery of unprecedented donor-acceptor patterns can essentially enrich the chemistry of donor-acceptor cyclopropanes.We here-in 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 al-dehydes and a controlled ring-opening polymerization by a Mg(OTf)2/DIPEA/C(sp3)-H initiator system have been demonstrated,providing direct access to fluorine-containing tetrahydrofurans and all-carbon main-chain polymers.

Donor-acceptor cyclopropanegem-Difluorovinyl groupVinylogous fluorine stabilizing effect[3+2]cycloadditionRing-opening polymerizationStrained moleculesMonomersIonic polymerization

Yue Li、Dian-Feng Chen

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Hefei National Research Center for Physical Sciences at the Microscale and Department of Polymer Science and Engineering,University of Science and Technology of China,Hefei,Anhui 230026,China

2024

中国化学(英文版)
中国化学会 上海有机化学研究所

中国化学(英文版)

CSTPCD
影响因子:0.848
ISSN:1001-604X
年,卷(期):2024.42(22)