Synthese cyclischer Polymere durch Ringschluss‐Strategien

Josse, Thomas; Winter, Julien De; Gerbaux, Pascal; Coulembier, Olivier

doi:10.1002/ange.201601677

Angewandte Chemie

2016

DOI: 10.1002/ange.201601677

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Synthese cyclischer Polymere durch Ringschluss‐Strategien

Thomas Josse

Julien De Winter

Pascal Gerbaux

et al.

Abstract: Schema 3. Bimolekulare Verknüpfung durch die ESA-CF-Kupplung. [33] Schema 4. Synthesev on cyclo-PLA über die Thiol-Michael-Reaktion. [35] Abbildung 4. Auswirkungen der Konzentration auf homo-und heterodifunktionelle RC-Methoden. AngewandteChemie Aufsätze Schema 21. Synthese von cyclo-PS über die [4+ +2]-Diels-Alder-Cycloaddition von o-Methylbenzaldehyd-und Dithioester-Kettenenden. [79] ACN = Acetonitril. Schema 20. Synthesev on cyclo-PLA über die [4+ +2]-Diels-Alder-Cycloaddition von o-Methylbenzaldehyd-und Ac… Show more

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Cited by 13 publications

References 120 publications

(125 reference statements)

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Cyclic Polysiloxanes with Linked Cyclotetrasiloxane Subunits

Yu¹,

Liu

2017

Angewandte Chemie

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Cyclic polymers are an important class of macromolecules, but the structural diversity of the backbone is limited. Herein we report the use of the Piers–Rubinsztajn reaction for the one‐step synthesis of cyclic polysiloxanes with novel structural features. Specifically, the B(C6F5)3‐catalyzed coupling of various organic tris(dimethylsiloxy)silane and trialkoxysilane compounds generated a series of cyclic polysiloxanes with cyclotetrasiloxane subunits. The thiolated cyclic polymers were also shown to be effective in directing the circular assembly gold nanoparticles. The presence of constrained rings in the backbone is unprecedented and may offer opportunities for novel applications of these cyclic polymers.

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Cyclic Polysiloxanes with Linked Cyclotetrasiloxane Subunits

Yu¹,

Liu

2017

Angewandte Chemie

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Cobalt‐Mediated Switchable Catalysis for the One‐Pot Synthesis of Cyclic Polymers

et al. 2021

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A cobalt salen pentenoate complex [salen = (R,R)-N,N'-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediamine] is rationally designed as the catalyst for the ring-opening copolymerization (ROCOP) of epoxides/anhydrides/CO 2 . Via migratory insertion of carbon monoxide (CO) into the Co À O bonds, the ROCOP-active species a-alkene-w-O-Co III (salen) can be rapidly and quantitatively transformed into a-alkene-w-O 2 C-Co III (salen) telechelic linear precursors. Upon dilution of reaction mixtures, the homolytic cleavage of CoÀC bonds induced by visible light generates a-alkene acyl radicals that spontaneously undergo intramolecular radical addition to afford organocobalt-functionalized cyclic polyesters and CO 2 -based polycarbonates with excellent regioselectivity. The cyclic products can either react with radical scavengers to generate metal-free cyclic polymers or serve as photo-initiators for organometallic-mediated radical polymerization (OMRP) to produce tadpole-shaped copolymers.

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Photo‐Induced Polymer Cyclization via Supramolecular Confinement of Cyanostilbenes

et al. 2021

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Efficient synthesis of cyclic polymers has received much attention in polymer chemistry field. Although photochemical cycloaddition of terminal p-bonded units provides a plausible way toward cyclic polymerization, it remains challenging to avoid side reactions by manipulating the reaction selectivity. Herein supramolecular confinement has been developed as a promising strategy to address this issue, by introducing highly directional hydrogen bonds to the photoreactive cyanostilbenes. The cyanostilbenes units on both ends of a telechelic macromonomer are orientationally aligned with high local concentrations, yielding [2+2] photo-cycloaddition products upon 430 nm light irradiation. It leads to the formation of cyclic polymers in the self-assembled state, in stark contrast to Z-E isomerization of cyanostilbenes in the monomeric state. Overall, supramolecular confinement effect exemplified in the current study provides new avenues toward cyclic topological polymers with high synthetic efficiency.

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Synthese cyclischer Polymere durch Ringschluss‐Strategien

Cited by 13 publications

References 120 publications

Cyclic Polysiloxanes with Linked Cyclotetrasiloxane Subunits

Cyclic Polysiloxanes with Linked Cyclotetrasiloxane Subunits

Cobalt‐Mediated Switchable Catalysis for the One‐Pot Synthesis of Cyclic Polymers

Photo‐Induced Polymer Cyclization via Supramolecular Confinement of Cyanostilbenes

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