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Norbornadiene

About: Norbornadiene is a research topic. Over the lifetime, 2389 publications have been published within this topic receiving 38603 citations.


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Patent
20 Jul 1967
TL;DR: In the presence of zerovalent platinum or palladium containing one or more organic phosphine ligands, e.g. triethyl or triphenyl phosphine as mentioned in this paper.
Abstract: 1,154,937. Hydrogenating hydrocarbons. IMPERIAL CHEMICAL INDUSTRIES Ltd. 17 July, 1967 [10 Aug., 1966], No. 35787/66. Heading C5E. Hydrocarbons containing olefinic or acetylenic bonds are hydrogenated in the liquid phase in the presence of a compound of zerovalent platinum or palladium containing one or more organic phosphine ligands, e.g. triethyl or triphenyl phosphine. Other ligands may also be present, e.g. acetylene, phenylacetylene, acrylonitrile, methyl vinyl ketone, norbornadiene, maleic anhydride, and tetracyanoethylene. Examples describe the hydrogenation of a mixture of hexyne-1 and octene-1 to hexene-1, hexane and octane.

7 citations

Journal ArticleDOI
TL;DR: In this paper, a Pd/Cu catalyzed three-component ternary coupling reaction of aryl halides, norbornadiene, and alkynols in toluene at 100 °C in the presence of 5.5 M NaOH as a base and benzyltriethylammonium chloride as a phase transfer catalyst.
Abstract: Good-to-excellent yields of 2,3-Disubstituted norbornenes (or norbornanes) were obtained using a Pd/Cu catalyzed three-component ternary coupling reaction of aryl halides, norbornadiene (or norbornene), and alkynols in toluene at 100 °C in the presence of 5.5 M NaOH as a base and benzyltriethylammonium chloride as a phase transfer catalyst. The results of experiments using various aromatic halides suggest that the ternary coupling reaction is promoted by bromide.

7 citations

Journal ArticleDOI
TL;DR: In this paper, different Rh complex catalysts were compared for the hydrogenation of methyl sorbate and linoleate in the absence of solvents, and the results indicated that 1,2-reduction was more than twice as important as 1,4-addition of H2 via conjugated diene intermediates.
Abstract: Different Rh complex catalysts were compared for the hydrogenation of methyl sorbate and linoleate in the absence of solvents. At 100 C and 1 atm H2 the following complexes, RhCl(Ph3 P)3 (Ph= phenyl), [RhClNBD]2 (NBD=norbornadiene) and RhH(CO)(Ph3P)3, produced mainly methyltrans-2-hexenoate (34 to 56%). Their diene selectivity was not particularly high as they produced 14 to 41% methyl hexanoate. With RhCl(Ph3 P)3 constant ratios between rates of methyl sorbate disappearance and formation of methyltrans-2- andtrans-3-hexenoate indicate approximately the same activation energy for 1,2-addition of H2 on the Δ4 double bond of methyl sorbate and for 1,4-addition to this substrate. In the hydrogenation of methyl linoleate with RhCl(Ph3 P)3, the kinetic curves were simulated by a scheme in which 1,2-reduction was more than twice as important as 1,4-addition of H2 via conjugated diene intermediates. Although the complexes RhCl(CO)(Ph3 P)3 and [Rh(NBD)(diphos)]+PF6 (diphos=diphosphine) were inactive in the hydrogenation of methyl sorbate, they catalyzed the hydrogenation of methyl linoleate at 100 C and 1 atm. Catalyst inhibition apparently was caused by stronger complex formation with methyl sorbate than with the conjugated dienes formed from methyl linoleate.

6 citations

Journal ArticleDOI
TL;DR: A conjugated alternating copolymer containing norbornadiene and bis(ethynylene)phenylene units was prepared by the Cassar-Heck-Sonogashira cross-coupling reaction and its electroluminescence was tested in a device, and its fluorescence colour could be tuned by light-induced nor bornadiene-quadricyclane isomerization.
Abstract: A conjugated alternating copolymer containing norbornadiene and bis(ethynylene)phenylene units was prepared by the Cassar-Heck-Sonogashira cross-coupling reaction. Its electroluminescence was tested in a device, and its fluorescence colour could be tuned by light-induced norbornadiene-quadricyclane isomerization.

6 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202316
202240
202133
202040
201930
201829