Topic
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: In this article, a new heterogenized nickel catalyst was developed for the codimerization of norbornadiene and methyl vinyl ketone, which considerably improved the performance characteristics of the process (selectivity, specific activity, and operating time).
Abstract: A new heterogenized nickel catalyst was developed for the codimerization of norbornadiene and methyl vinyl ketone. This catalyst considerably improved the performance characteristics of the process (selectivity, specific activity, and operating time), as compared with available analogs. A thermogravimetric study of the formation of the active component of the catalyst was performed. Factors affecting the selectivity and productivity of the process were determined.
6 citations
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TL;DR: In this article, the retro Diels-Alder conversion of endo-dicyclopentadiene to cyclopentadene (Cp) was carried out at 175-190 °C in neat state using solar energy.
Abstract: The retro Diels–Alder conversion of endo-dicyclopentadiene to cyclopentadiene (Cp) – which is thermodynamically uphill under ambient conditions (ΔG = +9.7 kcal mol−1; values based on computation at 273 K following CBS-QB3 methodology) – was carried out at 175–190 °C in neat state using solar energy. The reaction is thermodynamically favorable at elevated temperature. Considering heat release from the reverse reaction (ΔH = −23.4 kcal mol−1), the energy storage efficiency was computed to be ca. 5.5% with respect to the IR component in concentrated solar radiation. Solar energy was further utilized for preparation of a model 2,5-norbornadiene derivative (75% isolated yield) through the cycloaddition reaction of Cp with 4-phenylbut-3-yn-2-one at 150–185 °C. The norbornadiene–quadricyclane system has been proposed for solar energy storage, and its solar assisted synthesis would help reduce its carbon footprint over its life cycle. Norbornadiene synthesis using solar energy may also be of interest for greener processing of fuels derived from this compound. Cookson's cage ketone, which too has been proposed as an energy storage medium, was additionally synthesized from the Diels–Alder adduct of Cp and p-benzoquinone employing concentrated solar photo-thermochemical conditions. The reaction proceeded rapidly (15 min) and gave the desired product in 96% isolated yield. Besides the above applications, Cp is an important synthon in the preparation of fine chemicals.
6 citations
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TL;DR: In this paper, the cycloaddition of 3-t-butyl-1,1,2,2-tetrafluoro, 2-disilacyclobutane (1) to various cyclic dienes have been studied under photochemical conditions.
6 citations
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TL;DR: In this paper, the pentaruthenium salt [N(PPh3)2]2[Ru5C(CO)14] with an excess of [Rh(Cod)2][SbF6]-cod = cycloocta-1,5-diene) yielded the monoanion [Ru5RhC(C)14(cod)]-which has been isolated as its [N[PPh 3]2]- salt 1.
Abstract: Treatment of the pentaruthenium salt [N(PPh3)2]2[Ru5C(CO)14] with an excess of [Rh(Cod)2][SbF6](cod = cycloocta-1,5-diene) yielded the monoanion [Ru5RhC(CO)14(cod)]– which has been isolated as its [N(PPh3)2]+ salt 1. Reaction of the monoanion with HBF4·Et2O gave the hydrido derivative [Ru5RhH(C)(CO)14(cod)]2. Compound 1 reacted with the gold salts [Au(PPh3)]Cl and [Au(PEt3)]Cl, respectively, to yield the cluster compounds [Ru5RhC(CO)14(cod){Au(PPh3)}]3 and [Ru5RhC(CO)14(cod){Au(PEt3)}]4. Compound 3 crystallises in the triclinic space group P(no. 2) with a= 15.993(3), b= 9.728(2), c= 13.900(3)A, α= 90.29(2), β= 99.97(2), γ= 88.36(2)°. The metal core geometry consists of a central Ru5Rh octahedron with one Ru3 face capped by a µ3-Au(PPh3) fragment [Ru–Ru 2.787(1)–3.093(1); Ru–Rh 2.892(1)–2.952(1); Ru–Au 2.735(1)–3.082(1)A]. The reactions of 3 and 4 with norbornadiene, PPh3 and P(OMe)3 are reported.
6 citations
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TL;DR: In this article, Me2Si(Flu)(NtBu)TiMe2 (1) and 2Si(2,7-tBu2Flu)TiME2 (2) were used as precatalysts for the homopolymerization of norbornadiene (NBD) and the terpolymerisation of NBD, norbornene (NB), and 1-octene (OC).
6 citations