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Norbornene

About: Norbornene is a research topic. Over the lifetime, 5628 publications have been published within this topic receiving 104495 citations. The topic is also known as: norbornylene & norcamphene.


Papers
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Journal ArticleDOI
TL;DR: In this paper, a full literature account is given on work describing the transition-metal catalyzed vinyl or addition polymerization to polynorbornene covering the years of 2001 to the beginning of 2008.

312 citations

Journal ArticleDOI
TL;DR: Mecanisme de la polymerisation par ouverture de cycle, par metathese en presence de ces derives as mentioned in this paper is a common belief in polymerization.
Abstract: Mecanisme de la polymerisation par ouverture de cycle, par metathese en presence de ces derives

311 citations

Journal ArticleDOI
TL;DR: In this paper, the ring-opening metathesis polymerization (ROMP) was carried out using the highly active, fast-initiating ruthenium catalyst (H2IMes)(pyr)2(Cl)2RuCHPh in THF at room temperature.
Abstract: Various macromonomers (MMs) were efficiently synthesized through the copper-catalyzed “click” coupling of a norbornene moiety to the chain end of poly(methylacrylate), poly(t-butylacrylate), and polystyrene that were prepared using atom transfer radical polymerization. Ring-opening metathesis polymerization (ROMP) of these MMs was carried out using the highly active, fast-initiating ruthenium catalyst (H2IMes)(pyr)2(Cl)2RuCHPh in THF at room temperature. ROMP of MMs was found to be living with almost quantitative conversions (>90%) of MMs, producing brush polymers with very low polydispersity indices of 1.01−1.07 and high Mn’s of 200−2600 kDa. The efficient ROMP of such MMs provides facile access to a variety of brush polymers and overcomes previous difficulties in the controlled polymerization of MMs. Atomic force microscopy of the brush polymer products revealed extended, wormlike shapes as a result of significant steric repulsion of densely grafted side chains.

299 citations

Journal ArticleDOI
TL;DR: A palladium-catalyzed direct 2-alkylation reaction of free N-H indoles was developed based on a norbornene-mediated regioselective cascade C-H activation, and two structurally different Aspidosperma alkaloids were synthesized in concise routes.
Abstract: A palladium-catalyzed direct 2-alkylation reaction of free N-H indoles was developed based on a norbornene-mediated regioselective cascade C–H activation. The detailed reaction mechanism was investigated by NMR spectroscopic analyses, characterization of the key intermediate, deuterium labeling experiments, and kinetic studies. The results indicate that a catalytic cycle operates, in which an N-norbornene type palladacycle is formed as the key intermediate. Oxidative addition of alkyl bromide to the Pd(II) center in this intermediate is the rate-determining step of the reaction. The synthetic utility of this indole 2-alkylation method was demonstrated by its application in natural product total synthesis. A new and general strategy to synthesize Aspidosperma alkaloids was established employing the indole 2-alkylation reaction as the key step, and two structurally different Aspidosperma alkaloids, aspidospermidine and goniomitine, were synthesized in concise routes.

289 citations

Journal ArticleDOI
TL;DR: This Review provides a comprehensive overview of Palladium/norbornene cooperative catalysis, including the early stoichiometric investigations, catalytic reaction developments, as well as the applications in the syntheses of bioactive compounds and polymers.
Abstract: Palladium/norbornene cooperative catalysis has emerged as a distinct approach to construct polyfunctionalized arenes from readily available starting materials. This Review provides a comprehensive overview of this field, including the early stoichiometric investigations, catalytic reaction developments, as well as the applications in the syntheses of bioactive compounds and polymers. The section of catalytic reactions is divided into two parts according to the reaction initiation mode: Pd(0)-initiated reactions and Pd(II)-initiated reactions.

288 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202376
2022165
2021113
2020119
2019141
2018136