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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 article, the catalytic performance of the complexes [MoO2Cl2(L)2] [L = N,N-dimethylformamide (DMf), N, N-dimethyltethenylacetamide (dma), n,Ndimethylpropionamide (nmpa), N-diethylformamide(def) and N, n-diphenyl formamide (dpf)] was examined in the epoxidation of cis-cyclooctene with tert-butyl hydroperoxide (tb
Abstract: The catalytic performance of the complexes [MoO2Cl2(L)2] [L = N,N-dimethylformamide (dmf), N,N-dimethylacetamide (dma), N,N-dimethylpropionamide (dmpa), N,N-diethylformamide (def) and N,N-diphenylformamide (dpf)] was examined in the epoxidation of cis-cyclooctene with tert-butyl hydroperoxide (tbhp) at 55 °C and in the absence of a cosolvent. The complexes showed high turnover frequencies in the range of 561–577 mol molMo–1 h–1, giving the epoxide as the only product in ≥98 % yield after 6 h. The reaction rates decreased significantly in consecutive runs carried out by recharging the reactors with olefin and oxidant. On the basis of the IR spectroscopic characterisation of the solids recovered at the end of the catalytic reactions, the decrease in activity is attributed to the formation of dioxido(μ-oxido)molybdenum(VI) dimers. Accordingly, the treatment of [MoO2Cl2(dmf)2] with an excess amount of tbhp led to the isolation of [Mo2O4(μ2-O)Cl2(dmf)4], which was characterised by single-crystal X-ray diffraction and found to exhibit a catalytic performance very similar to that found in the second runs for the mononuclear complexes. The kinetics of the reaction of [MoO2Cl2(dmf)2] with tbhp was further examined by UV/Vis spectroscopy, allowing rate constants and activation parameters to be determined. For the dpf adduct, the effect of different solvents on cyclooctene epoxidation and the epoxidation of other olefins, namely, (R)-(+)-limonene, α-pinene and norbornene, were investigated. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

39 citations

Journal ArticleDOI
TL;DR: A cooperatively palladium/norbornene-catalyzed polymerization is reported, which simplifies the synthesis of functional aromatic polymers, including conjugated polymers.
Abstract: Herein, we report a cooperatively palladium/norbornene-catalyzed polymerization, which simplifies the synthesis of functional aromatic polymers, including conjugated polymers. Specifically, an A2 B2 C-type multicomponent polymerization that is based on an ortho amination/ipso alkynylation reaction was developed for the preparation of various amine-functionalized arylacetylene-containing polymers. Within a single catalytic cycle, the amine side chains are site-selectively installed in situ by C-H activation during the polymerization process, which represents a major difference from conventional cross-coupling polymerizations. This "in situ functionalization" strategy enables the modular incorporation of functional side chains starting from simple monomers, thereby conveniently affording a diverse range of functional polymers.

39 citations

Journal ArticleDOI
TL;DR: In this paper, the (4-isopropyloxazolino)phenyl-substituted phosphole was used for the synthesis of new chiral phosphaferrocene complexes bearing oxazoline moieties.
Abstract: Phospholes bearing chiral menthyl, myrtanyl, and (4-isopropyloxazolino)phenyl groups at the phosphorus atom were prepared. They were used as precursors for 7-phosphanorbornadienes and phosphinidene complexes. Unexpectedly, the [(4-isopropyloxazolino)phenyl]phosphinidene gave an intramolecular adduct with the imine moiety, which behaved as a 1,3-dipole in cycloaddition reactions. This afforded a new, general approach to 7-aza-1-phosphanorbornadiene and norbornene derivatives. The (4-isopropyloxazolino)phenyl-substituted phosphole was also used for the synthesis of new chiral phosphaferrocene complexes bearing oxazoline moieties. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)

39 citations

Patent
22 Nov 1993
TL;DR: In this article, the reaction is stopped at a time when the molecular weight distribution Mw/Mn of the polymer formed is < 2, and in which a catalyst which is composed of an aluminoxane and of a stereorigid, chiral metallocene compound of an element of groups IVb to VIb is used.
Abstract: Polymers of polycyclic olefins such as, for example, norbornene or tetracyclododecene, or copolymers of polycyclic olefins with cycloolefins and/or 1-olefins with a very narrow molecular weight distribution are obtained without ring opening by a polymerization in which a catalyst which is composed of an aluminoxane and of a stereorigid, chiral metallocene compound of an element of groups IVb to VIb is used, and in which the reaction is stopped at a time when the molecular weight distribution Mw/Mn of the polymer formed is <2.

39 citations

Journal ArticleDOI
TL;DR: Using thiol addition across norbornene chemistry, a simple synthetic approach to multiblock copolymers that produces either random or alternating architectures, depending on the choice of reactants was demonstrated in this paper.
Abstract: Multiblock copolymers, composed of different combinations and number of blocks, offer appreciable opportunities for new advanced materials. However, exploring this parameter space using traditional block copolymer synthetic techniques, such as living polymerization of sequential blocks, is time-consuming and requires stringent conditions. Using thiol addition across norbornene chemistry, we demonstrate a simple synthetic approach to multiblock copolymers that produces either random or alternating architectures, depending on the choice of reactants. Past reports have highlighted the challenges associated with using thiol–ene chemistry for polymer–polymer conjugation; however, using norbornene as the “ene” yielded multiblock copolymers at least four or five blocks. Preparation of new multiblock copolymers containing two or three block chemistries highlights the versatility of this new approach. These materials were thermally stable and showed microphase separation according to characterization by DSC, SAXS,...

39 citations


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