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Showing papers on "Norbornene published in 1988"




Journal ArticleDOI
TL;DR: In this article, a complex of the type W(CHtBu)(NAr)Cl2(dme) (Ar = 2,6-diisopropylphenyl) with PCl5 in dimethoxyethane is presented.

72 citations


Journal ArticleDOI
TL;DR: In this paper, all possible regio-and stereoisomers of 1:1:1 (alcohol:olefin:aromatic) adducts were identified, including cyclohexene, cyclic olefins, norbornene, and 2-methylnorbornene.
Abstract: Direct irradiation of acetonitrile–methanol (3:1) solutions of 1,4-dicyanobenzene and the cyclic olefins, cyclohexene, 1-methylcyclohexene, norbornene, and 2-methylnorbornene, leads to formation of regio- and stereoisomers of the 1:1:1 (alcohol:olefin:aromatic) adducts. This reaction can be photosensitized by electron transfer; addition of electron donors, biphenyl or phenanthrene, to the irradiation mixture generally increases the efficiency and yield of adduct formation. The efficiency of the reaction and the ratio of isomeric adducts are also affected by the addition of salts, particularly magnesium perchlorate. All of the possible regio- and stereoisomers from cyclohexene and 1-methylcyclohexene have been identified, two from cyclohexene and four from 1-methylcyclohexene. Three of the four possible isomers from norbornene were characterized; the endo,endo isomer was not detected. There are eight possible isomers from 2-methylnorbornene; six were detected and five have been isolated and identified. The...

59 citations


Journal ArticleDOI
TL;DR: Synthese de copolymeres bisequences catalysee par des titanacyclobutane a partir de norbornene, de benzonorbornadiene and de dicyclopentadiene.
Abstract: Synthese de copolymeres bisequences catalysee par des titanacyclobutane a partir de norbornene, de benzonorbornadiene et de dicyclopentadiene. Etude des proprietes thermiques

59 citations


Journal ArticleDOI
TL;DR: Some examples of transfer of oxygen from on oxaziridinium salt to ethylenic derivatives to give epoxides are described in this paper, where the transfer is described as follows:

55 citations


Journal ArticleDOI
TL;DR: The chauffage de l'endo-phenyl-2 exo-trithia-3,4,5tricyclo [5.2.1.0 2,6 ] decane avec le norbornene a 100°C donne l'exo-, trithia 3, 4, 5.2,5 trithias as mentioned in this paper, par une reaction de transfert de S 3
Abstract: Le chauffage de l'endo-phenyl-2 exo-trithia-3,4,5tricyclo [5.2.1.0 2,6 ] decane avec le norbornene a 100°C donne l'exo-trithia-3,4,5tricyclo [5.2.1.0 2,6 ] decane et le phenyl-2 norbornene, par une reaction de transfert de S 3

49 citations


Journal ArticleDOI
TL;DR: In this paper, tris(norbornene)platinum with diphosphines and subsequent protonation affords a series of cationic complexes in which the norbornyl ligand binds to platinum viaσ-alkyl and β-C-H agostic interactions; the strength of the latter bond varies and has been characterised by n.m.
Abstract: Treatment of tris(norbornene)platinum with diphosphines and subsequent protonation affords a series of cationic complexes [Pt(C7H11)(L2)]+(L2= peralkyldiphosphine) in which the norbornyl ligand binds to platinum viaσ-alkyl and β-C–H agostic interactions; the strength of the latter bond varies and has been characterised by n.m.r. and X-ray structure analysis.

43 citations



Journal ArticleDOI
TL;DR: Complexes of the type M(SnCl 3 ){η 3 -CH 2 C(CH 3 )CH 2 }(olefin) (M=Pt, Pd; olefin=styrene, ethylene, norbornene) have been prepared and their 1 H, 13 C, and, in some cases, 119 Sn and 195 Pt NMR spectra recorded.

38 citations


Journal ArticleDOI
TL;DR: In this article, a mixture of styrene and norbornene containing a catalytic amount of Ru2(OAc)4 was used for cyclopropanation and a selective cross-metathesis of the alkenes.
Abstract: Addition of ethyl diazoacetate to a mixture of styrene and norbornene containing a catalytic amount of Ru2(OAc)4 promoted both the cyclopropanation and a selective cross-metathesis of the alkenes.

Journal ArticleDOI
TL;DR: In this paper, aryl-substituted olefins (acenaphthylene, (E)- and (Z)-stilbenes, indene, and styrene) were cycled in an exclusively regioselective manner.
Abstract: Highly stabilized isoquinolinium methylides bearing two electron-withdrawing substituents at the ylide carbon undergo cycloadditions with aryl-substituted olefins (acenaphthylene, (E)- and (Z)-stilbenes, indene, and styrene), alkyl-substituted olefins (norbornene, (Z)-3-hexene-1,6-dinitrile, 1-hexene, 2-propen-1-ol, and 3-(trimethylsilyloxy)propene), and electron-rich olefins (vinylene carbonate, butyl vinyl ether, and phenyl vinyl sulfide). These cycloadditions proceed in an exclusively regioselective and mostly stereoselective manner.

Journal ArticleDOI
TL;DR: The properties of noble metal halide catalysts for ring-opening metathesis polymerization of norbornene, endo-dicyclopentadiene and norbomadiene have been investigated as a function of prior or in situ treatment by the latter pair of diolefins, which may also be monomers as mentioned in this paper.

Journal ArticleDOI
TL;DR: In this paper, the 1,2-addition of the hydrogenisocyanide complexes W(CO)5CNH, Fe(CN)2(CNH)4 and FeCp(dppe)CNH]BF4 to a total of eight higher alkylated olefins (R1R2CCR3R4) and cycloole fins (norbornene, cyclohexahexene) yields a series of mono- (e.g.

Journal ArticleDOI
TL;DR: In this article, Titanacyclobutanes are used as catalysts for norbornene and its derivatives, and simple models are used to explain why trans geometry results in r dyads while cis attack gives all m dyads.

Patent
24 Dec 1988
TL;DR: In this paper, the authors disclosed a polycyclic norbornene or its derivative ring-opening hydrogenated copolymer which contains 90-10% by mole of a repeating unit represented by the following formula [I] or the alkly-substituted derivative, at least a repeating units represented by following formulas [II], and, as required, a repeatable unit representing by the same formula [III], the alkyl-substrained derivative thereof, has an intrinsic viscosity [η] of 0.01-20 dl/
Abstract: There are disclosed a polycyclic norbornene or its derivative ring-opening hydrogenated copolymer which contains 90-10% by mole of a repeating unit represented by the following formula [I] or the alkly-substituted derivative, at least a repeating unit represented by the following formula [II] or the alkly-substituted derivative thereof and, as required, a repeating unit represented by the following formula [III], the alkyl-substituted derivative thereof or the alkylidene-substituted derivative thereof, has an intrinsic viscosity [η] of 0.01-20 dl/g as determined in toluene at 25 ° C., and in which at least 50% of the (C C) linkages constituting the main chain are single bonds, and the production of said hydrogenation product ##STR1## wherein represents either a single bond or a double bond.

Journal ArticleDOI
TL;DR: In this article, the crystal structure of the title compound {R= 0.038 for 3 468 unique observed reflections [I/σ(I) 3.0]} confirmed the identity of the product with norbornene.
Abstract: Thermal or photochemical reactions of phenyliodonium bis(arylsulphonyl)methylides with alkenes lead normally to gem-(arylsulphonyl)cyclopropanes. Norbornene and trans-stilbene, however, afford 1-(phenylsulphonyl)indane derivatives. The crystal structure of the title compound {R= 0.038 for 3 468 unique observed reflections [I/σ(I) 3.0]} confirmed the identity of the product with norbornene. Diarylacetylenes give 1-(arylsulphonyl)indenes. Thermal decomposition of the glides involves a new rearrangement, with formation of aryl arenethiosulphonates.

Journal ArticleDOI
TL;DR: In this article, the vibrational spectra in the region of 100-1600 cm−1 of norbornane and norbornadiene were reported for the first time, and the spectra were assigned and the observed transition frequencies reproduced with an overall average error of 6.2 cm −1.
Abstract: The vibrational spectra in the region of 100–1600 cm−1 of norbornane and norbornadiene are reinvestigated, and those of norbornene reported for the first time. On the basis of 3‐21G ab initio force fields, evaluated for each molecule and scaled using overlay refinements of 12 scaling factors, the spectra are assigned and the observed transition frequencies reproduced with an overall average error of 6.2 cm−1. STO‐3G force constants, modified to correct for deficiencies in the stretch/bend interaction force constants but otherwise scaled analogously to 3‐21G, reproduce the final set of assignments to within 10.1 cm−1 on average. The STO‐3G basis is shown to be suitable as a less costly alternative to split‐valence basis sets, particularly for describing the vibrational dynamics of low frequency ring bending and torsional modes.

Patent
Jawed Asrar1
07 Oct 1988
TL;DR: In this article, the authors show that polymers of N-phenyl norbornene dicarboximide exhibit Tg greater than 210°C and polymers with Tg higher than 170°C.
Abstract: Polymerization of norbornene dicarboximide yields polymers of high Tg, e.g. greater than 170° C. Preferred polymers of N-phenyl norbornene dicarboximide exhibit Tg greater than 210°C.

Journal ArticleDOI
TL;DR: In this paper, a family of tungstacyclobutane intermediates in the catalytic ring-opening polymerisation of norbornenes have been studied by 1H nmr; their rates of rearrangement into tungsten-carbene complexes are reported and compared
Abstract: A family of tungstacyclobutane intermediates in the catalytic ring-opening polymerisation of norbornenes have been studied by 1H nmr; their rates of rearrangement into tungsten–carbene complexes are reported and compared

Patent
09 Dec 1988
TL;DR: In this paper, a glass fiber-reinforced norbornene polymeric polymeric polymer is presented. Butts et al. presented a process for the production of such a polymeric material using a ring-opening bulk polymerization.
Abstract: Object of the present invention is a glass fiber-reinforced norbornene polymer comprising a long glass fiber surface-treated with an amino group-containing silane coupling agent and a polymer obtained by ring-opening bulk polymerization of a norbornene monomer having a tricyclic or higher cyclic structure and a process for the production thereof.

Patent
04 Aug 1988
TL;DR: In this article, a copper foil is pretreated with a silane which is capable of improving the bond strength between the copper foil and a norbornene copolymer, which is used for high frequency applications.
Abstract: Printed wiring boards useful for high frequency applications are obtained by laminating a copper foil pretreated with a silane to a polynorbornene prepreg. The prepreg is made by impregnating a fiberglass cloth with a ring-opening polymerized polymer. The copper foil is pretreated with a silane which is capable of improving the bond strength between the copper foil and a norbornene copolymer.

Patent
02 Feb 1988
TL;DR: In this paper, a cyclopentadiene is thermally (co)polymerized with optionally an alpha-olefin or a monovinylaromatic hydrocarbon in such amounts that the ratio of the norbornene ring double bonds to the Cyclopentene ring triple bonds is 0.9-1.3.
Abstract: PURPOSE:To obtain the title traction fluid improved in traction coefficient in a wide temperature range, corrosion and oxidation stability, abrasion resistance and economy, by using a specified condensed cyclopentadiene hydrocarbon as a base oil. CONSTITUTION:A cyclopentadiene is thermally (co)polymerized with optionally an alpha-olefin or a monovinylaromatic hydrocarbon in such amounts that the ratio of the norbornene ring double bonds to the cyclopentene ring double bonds is 0.9-1.3, and the obtained (co)polymer is distilled to obtain a component based on the tetramer to hexamer of the cyclopentadiene, which is then hydrogenated to obtain a base oil which is a hydrogenated condensed cyclopentadiene hydrocarbon comprising at least one polymer and having a kinematic viscosity (at 40 deg.C) of 1-200cst. An additive (B) such as an additive (B) such as an antioxidant is optionally added to this oil.

Journal ArticleDOI
TL;DR: In this paper, the possibility of making block copolymers at room temperature from the monomer pairs 2a,b/1, 4/1/5/1 and 5/3 was explored using as initiator of metathesis polymerization in CD2Cl2.
Abstract: The possibility of making block copolymers at room temperature from the monomer pairs 2a,b/1, 4/1, 5/1 and 5/3 (1 = norbornene = bicyclo[2.2.1]hept-2-ene; 2a,b = anti- and syn-7-methylbicyclo[2.2.1]hept-2-ene; 4 = methyl endo-bicyclo[2.2.1]hept-5-ene-2-carboxylate; 5 = endo-bicyclo[2.2.1]hept-5-ene-2-carbonitrile; 3 = 1,5-cyclooctadiene) was explored using as initiator of metathesis polymerization in CD2Cl2. The reactions of successive small amounts of the monomers with the catalyst were first followed by 1H NMR to determine the rate of the reaction and the stability of the metal-carbene propagating species. AB and ABA type block copolymers were prepared on this basis and analysed by GPC. An increase in molecular weight after each addition was observed in most cases. Secondary metathesis reactions of double bonds in the polymer chains appear to be significant only for blocks formed from 3.

Patent
30 Jun 1988
TL;DR: In this article, a method for preparing a norbornene structure compound comprises hydrogenating a compound represented by the formula of ##STR1## wherein l, m and n are integers of 0.
Abstract: A method for preparing a norbornene structure compound comprises hydrogenating a compound represented by the formula of ##STR1## wherein l, m and n are integers of 0≦l≦3, 0≦m≦8 and 1≦n≦3, respectively, and each of R 1 to R 6 is a hydrogen atom or a hydrocarbon residue having 1 to 3 carbon atoms with or without R 6 forming a ring with R 4 or R 5 , in the presence of a Ziegler type catalyst containing in combination a compound of a transition metal of Groups IV to VI of the periodic table and an organometallic compound of Groups I to III of the periodic table, to thereby convert the compound of the formula (1) into a compound represented by the following formula of ##STR2## wherein l, m and n are the same as above.

Journal ArticleDOI
TL;DR: In this paper, the double-bond properties of the polymeric double bonds in the polymer were investigated for insertion-olefin methathesis, and it was shown that the double bond properties of polymeric polymers support insertion of acyclic olefins with ring-retention.
Abstract: Norbornene was homopolymerized by Re(CO)5Cl/C2H5AlCl2 and Re(CO)5Cl/C2H5AlCl2/1,7-octadiene. In both cases, the homopolymers were essentially of the ring-retention, rather than ring-opened type, even though Re(CO)5Cl/C2H5AlCl2 is known to promote olefin metathesis of acyclic olefins. Although the homopolymers are nearly completely saturated, they show minor unsaturation. Nmr spectral studies of the nature of the double bonds in the polymer supports a simultaneous insertion-olefin methathesis mechanism.

Patent
15 Sep 1988
TL;DR: In this article, a process for a production of a molded article of a norbornene polymer is described, which comprises mixing a starting reaction liquid (liquid A) containing an activator of a methathesis catalyst system with the mixture of starting reaction liquids (liquid B) containing a catalyst component of the methathesized catalyst system and supplying the mixture into a mold.
Abstract: A process for a production of a molded article of a norbornene polymer, which comprises mixing a starting reaction liquid (liquid A) containing an activator of a methathesis catalyst system with a starting reaction liquid (liquid B) containing a catalyst component of the methathesis catalyst system and supplying the mixture into a mold, wherein a norbornene monomer is incorporated in at least one of the starting reaction liquids and a liquid product obtained by ring-­opening bulk polymerization of a norbornene monomer is used as the viscosity modifier for the starting reaction liquids.

Journal ArticleDOI
TL;DR: In this article, the tetrameric complexes [CuX(PFcPh 2 )] 4 (1, X= Cl; 2, X = Br) and their bipyridyl (bpy) derivatives were prepared.

Journal ArticleDOI
TL;DR: In this article, the optically active lithium acetylide of 3-tetrahydropyranyloxy-S-(-)-l-octyne was used to form the enyne.

Journal ArticleDOI
TL;DR: In this article, the reduction of Cp2MCl2 with Grignard grade magnesium and 1,2-dibromoethane in THF at 0°C gives the corresponding metallocene-ethylene complexes along with hydride species, as indicated by the reaction with diphenyl-acetylene to give 1, 2-diphenyl-(E)-1-butene.