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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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TL;DR: It is determined that the reversion of the quadricyclanes occurs via a free radical mechanism with very little contribution from polar effects, and speculation is speculated as to whether this data may form the basis for a freeradical substituent constant, σQ•, analogous to the traditional Hammett σ parameter.
Abstract: In this Article, we present a new method for the synthesis of diarylnorbornadiene derivatives. Through the use of a two-step procedure consisting of a tandem alkene insertion-Suzuki coupling reaction followed by a DDQ dehydrogenation, we have been able to synthesize derivatives with a wide variety of substituents. We also present the results of UV–visible spectroscopy studies and kinetics experiments that show the effect of substituent on light absorption properties of the norbornadienes as well as the kinetic stability of the quadricyclanes that result from their photochemical conversion. While substitution on the aromatic rings had comparatively little effect on quadricyclane lability, substitution at a bridgehead position with a methyl group produced a quadricyclane that thermally reverted to the norbornadiene at a rate that was significantly slower than that for the quadricyclane without the methyl substituent. From the results of the kinetics experiments, we determined that the reversion of the quadr...
12 citations
TL;DR: Flash photolysis of Mo(CO) 6 in solutions containing norbornadiene (NBD=bicyclo [2.2.1] hepta-2,5-diene; solvent=chlorobenzene (CB), toluene, benzene, n-heptane) affords, initially, [(solvent)Mo(COO) 5 ] species in predominant concentration.
Abstract: Flash photolysis of Mo(CO) 6 in solutions containing norbornadiene (NBD=bicyclo [2.2.1] hepta-2,5-diene; solvent=chlorobenzene (CB), toluene, benzene, n-heptane) affords, initially, [(solvent)Mo(COO) 5 ] species in predominant concentration. These then react with NBD via solvent displacement to afford [(η 2 -NBD)Mo(CO) 5 ]
12 citations
12 citations
TL;DR: In this paper, the isomerization of quadricyclene to norbornadiene by a redox chain mechanism is described. But this is not the case in this paper.
12 citations
TL;DR: In this article, the photoelectron spectra of the six propellanes 1 to 6 have been recorded, and those bands which correspond to ejection of an electron from a π-orbital have been assigned, using the concept of through bond and through space interaction.
12 citations