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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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Journal ArticleDOI
TL;DR: The gas phase reactions of cycloheptatriene and norbornadiene with Co/sup +/ and Rh/sup+/ are described in this article, where the dominant process for Rh/Sup+/ is dehydrogenation, generating a RhC/sub 7/H/sub 6//sup++/ complex.
Abstract: The gas-phase reactions of toluene, cycloheptatriene, and norbornadiene with Co/sup +/ and Rh/sup +/ are described. The dominant process for Rh/sup +/is dehydrogenation, generating a RhC/sub 7/H/sub 6//sup +/ complex. These RhC/sub 7/H/sub 6//sup +/ ions decompose, yielding RhC/sup +/ (benzene loss), presumably through the intermediacy of a carbide-benzene complex. Rh/sup +/ dehydrogenates toulene-..cap alpha..,..cap alpha..,..cap alpha..-d/sub 3/ to eliminate both D/sub 2/ (70%) and HD(30%). Cobalt ions react quite differently with no CoC/sub 7/H/sub 6//sup +/ or CoC/sup +/ observed. Both Co/sup +/ and Rh/sup +/ abstract hydride from cycloheptatriene, implying D/sup 0/(Co-H) > 47kcal/mol. The gas-phase chemistry of Rh/sup +/ is similar to the chemistry observed on metal surfaces for cycloheptatriene and norbornadiene.

18 citations

Journal ArticleDOI
TL;DR: In this article, trifluoromethyl (CF3)-substituted donor−acceptor NBD moieties in the side chain or in the main chain were synthesized by substitution or addition of a CF3−NBD−carboxylic acid derivative or by polycondensation of aCF3−nBD−dicarboxyl acid derivative.
Abstract: Polymers containing trifluoromethyl (CF3)-substituted donor−acceptor NBD moieties in the side chain or in the main chain were synthesized by substitution or addition of a CF3−NBD−carboxylic acid derivative or by polycondensation of a CF3−NBD−dicarboxylic acid derivative. The photoisomerization of the NBD moieties in these polymers proceeded very smoothly to give the corresponding QC moieties. Furthermore, the NBD moieties exhibited efficient fatigue resistance.

18 citations

Journal ArticleDOI
TL;DR: The homo-Diels-Alder (HDA) reaction of norbornadiene and internal functionalized alkynes leading to 8,9 disubstituted deltacyclenes using readily available electron-rich phosphine-ruthenium(II) catalysts is described in this paper.

18 citations

Journal ArticleDOI
TL;DR: In this paper, data on 13C chemical shifts and 13C1H spin coupling constants of norbornane (1), norbornene (2) and norbornadiene (3), benzonorbornen (4), and benzonorsorbornadienes (6) are reported.
Abstract: Data on 13C chemical shifts and 13C1H spin coupling constants of norbornane (1), norbornene (2), norbornadiene (3), benzonorbornene (4) and benzonorbornadiene (6) are reported. The non-equivalence in J(13CH) values determined from the two bridge methylene proton signals in 2,2,3,3-tetradeuteriobenzonorbornene (5) and 6 is briefly discussed. The extraordinary deshielding of the bridge methylene carbon in 6 has been noted.

18 citations

Journal ArticleDOI
TL;DR: In this paper, the deuterium atoms add predominantly to the same (endo) face of the olefins as that coordinated to the dimethylplatinum moiety.
Abstract: Reduction of (diolefin)dialkylplatinum(II) complexes with dihydrogen over a platinum black catalyst is accompanied by interchange of hydrogen among the organic groups and gaseous dihydrogen. Exchange of hydrogens between an alkane solvent and these organic groups also occurs during the reaction, but only relatively slowly. An examination of the stereochemistry of reduction of (norbornadiene)dimethylplatinum(II) with D/sub 2/ indicates that the deuterium atoms add predominantly to the same (endo) face of the olefins as that coordinated to the dimethylplatinum moiety. Reduction of uncomplicated norbornadiene under the same conditions yields norbornane having primarily exo C-D bonds. These experiments are compatible with a mechanism for the reduction involving adsorption of the (diolefin)dialkylplatinum(II) complex on the surface of the platinum catalyst via its platinum atom, conversion of the organic moieties of the soluble (diolefin)dialkylplatinum complex to platinum-surface alkyls, and interchange of hydrogen atoms between these surface alkyls via a mobile pool of platinum-surface hydrogen atoms. Combination of the surface alkyls with surface hydrogen yields alkanes in a final irreversible step. Comparison of the evidence from deuterium-interchange experiments conducted under mass transport limited and reaction rate limited conditions is consistent with the hypothesis that the concentrations of hydrogen on the platinum surface is lower under massmore » transport limited conditions.« less

18 citations


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