Topic
Norbornadiene
About: Norbornadiene is a research topic. Over the lifetime, 2389 publications have been published within this topic receiving 38603 citations.
Papers published on a yearly basis
Papers
More filters
TL;DR: In this paper, a cycloaddition reaction cascade with the imidofuran sideproduct of FVP was studied with the aid of density functional calculations, which fully support observed exo/endo-selectivity.
12 citations
TL;DR: In this article, the synthesis and properties of various norbornadiene/quadricyclane (NBD/QC) fullerene hybrids are reported by cyclopropanation of C60 with malonates carrying the NBD scaffold.
Abstract: The synthesis and properties of various norbornadiene/quadricyclane (NBD/QC) fullerene hybrids are reported. By cyclopropanation of C60 with malonates carrying the NBD scaffold a small library of NBD-fullerene monoadducts and NBD-fullerene hexakisadducts was established. The substitution pattern of the NBD scaffold, as well as the electron affinity of the fullerene core within these hybrid systems, has a pronounced impact on the properties of the corresponding energy rich QC derivatives. Based on this, the first direct photoisomerization of NBD-fullerene hybrids to their QC derivatives was achieved. Furthermore, it was possible to use the redox-active fullerene core of a QC-fullerene monoadduct to enable the back reaction to form the corresponding NBD-fullerene monoadduct. Combining these two processes enables switching between NBD and QC simply by changing the irradiation wavelength between 310 and 400 nm. Therefore, turning this usually photo/thermal switch into a pure photoswitch. This not only simplifies the investigation of the underlying processes of the NBD-QC interconversion within the system, but also renders such hybrids interesting for applications as molecular switches.
12 citations
TL;DR: In this article, photolysis of M(CO)4(η4-norbornadiene) group 6 metal complexes in low-temperature matrices involves both loss of CO and cleavage of metal.
11 citations
TL;DR: In this paper, a second, nonconcerted biradical mechanism leading to the formation of hetero Diels-Alder products was proposed, which can be used to predict the prefered exo-π-facial selectivity and exo,endo-stereoselectivity exhibited in this cycloaddition.
Abstract: Ab initio and DFT quantum chemical calculations have been applied to a study of the Diels-Alder reaction of o-benzoquinone as diene and norbornadiene as dienophile. Transition states for the different reactions are located and activation energies estimated. The prefered exo-π-facial selectivity and exo,endo-stereoselectivity exhibited in this cycloaddition are readily predicted using RHF/3-21G or higher levels of calculations. Differences between experimentally observed results and calculations may be explained by the postulation of a second, nonconcerted biradical mechanism leading to formation of hetero Diels-Alder products.
11 citations
TL;DR: Novel bis(isoselenocarbonyl) complexes eliminate the diene upon heating to provide W2Pt(μ-CSe)2(CO)4(L2)(Tp*)2, in which the CSe ligands close to bridge W-Pt bonds in a σ-π mode.
11 citations