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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: In this paper, a 1 : 1 molar ratio was obtained for the first time for the tetradentate [Ti(η5-C5H4PPh2)2(SR)2] ligand, where the P atoms were replaced by cyclopentadienyldiphenylphosphines co-ordinated by the S atoms.
Abstract: The complexes [(OC)4Mo(µ-Ph2PC5H4)2Ti(SR)2](R = Et 1 or Ph 2), [{Mo(CO)4}2{µ-(Ph2PC5H4)2Ti(SR)2}](R = Et 3 or Ph 4) and [(OC)4Mo(µ-Ph2PC5H4)2Ti(µ-SPh)2M(C6F5)2](M = Pt 5 or Pd 6) have been prepared and characterized. Complexes 1 and 2 were obtained by reaction of [Ti(η5-C5H4PPh2)2(SR)2] and [Mo(CO)4(nbd)](nbd = norbornadiene) in 1 : 1 molar ratio by replacement of the nbd by two cyclopentadienyldiphenylphosphines co-ordinated by the P atoms. The ability of the S atoms in the thiolate ligands to act as Lewis bases leads to a further increase in nuclearity. Thus, when the reaction was carried out in a 1 : 3 molar ratio, heterotrinuclear complexes 3 and 4 were obtained. The crystal structure of 4 showed that the titanium mononuclear compound acts as a symmetric S,P-bridging tetradentate ligand towards two Mo(CO)4 fragments. Compound 2 reacted with cis-[M(C6F5)2(thf)2](M = Pt or Pd, thf = tetrahydrofuran) to give 5 and 6, respectively. The crystal structure of 5 showed that 2 acts as an S,S-bidentate metalloligand towards the M(C6F5)2 fragment. It is remarkable that both structures reveal a different co-ordination mode of the tetradentate [Ti(η5-C5H4PPh2)2(SR)2] ligand.
14 citations
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TL;DR: In this paper, the Pd/Cu-catalyzed three-component ternary coupling reaction of aryl halides, norbornadiene, and alkynols in the presence of aqueous NaOH and a phase transfer catalyst in toluene at 100 °C in high yields.
Abstract: 2,3-Disubstituted norbornenes were obtained by the Pd/Cu-catalyzed three-component ternary coupling reaction of aryl halides, norbornadiene, and alkynols in the presence of aqueous NaOH and a phase transfer catalyst in toluene at 100 °C in high yields.
14 citations
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TL;DR: The donor-acceptor type norbornadiene (D-A NBD) carboxylic acids containing carbamoyl groups were synthesized in good yields as discussed by the authors and polystyrenes with pendant NBDs were prepared with 100% degree of substitution by the reaction of NBD carboxyslic acids and poly[( p -chloromethyl)styrene] at 70°C for 6 h using 1,8-diazabicyclo[5.4.0]undecene-7 as a base in N -methyl
Abstract: The donor–acceptor type norbornadiene (D–A NBD) carboxylic acids containing carbamoyl groups such as dipropylcarbamoyl, methylphenylcarbamoyl, propylcarbamoyl, and phenylcarbamoyl groups were synthesized in good yields. Benzyl esters of the D–A NBD carboxylic acids were also prepared by the reaction of D–A NBD carboxylic acids with benzyl bromide as reference compounds for the polymers. Polystyrenes with pendant D–A NBDs were prepared with 100% degree of substitution by the reaction of D–A NBD carboxylic acids and poly[( p -chloromethyl)styrene] at 70 °C for 6 h using 1,8-diazabicyclo[5.4.0]undecene-7 as a base in N -methylpyrrolidone. The photochemical valence isomerizations of the reference compounds and all the NBD polymers were examined upon UV-irradiation in THF solution or in the film state, and it was found that the polymer containing phenylcarbamoyl group had especially high photoreactivity. In addition, the rate of the photochemical reaction of the NBD polymers increased efficiently by the addition of 4,4′-bis(diethylamino)benzophenone as photosensitizer in the film state, and all the NBD groups of the polymers isomerized to the QC group in as little as only 20 s. The stored thermal energy of the irradiated polymers was also evaluated by DSC to be 32–52 kJ/mol.
14 citations
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TL;DR: In this article, the bis-NHC ligand adopts a twisted conformation in an octahedral geometry and thus complexes 3 showed a C 2 -symmmetric structure.
14 citations
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TL;DR: In this article, the synthesis of [Rh(NBD],P(p-RC6H4)3]2]A complexes (A=ClO 4 − or BPh 4 − ; R=Cl, F, Me or MeO) is described.
Abstract: The synthesis of [Rh(NBD){P(p-RC6H4)3}2]A complexes (A=ClO 4 − or BPh 4 − ; R=Cl, F, Me or MeO) is described. Treatment of these complexes with molecular hydrogen leads to the isolation of [RhH2{P(p-RC6H4)3}2(OCMe2)2]ClO4 or Rh{P(p-RC6H4)3}2PhBPh3. These latter complexes contain tetraphenylborate coordinated to the metalvia arene interaction. [Rh(CO)3{P(p-RC6H4)3}2]ClO4 complexes have been isolated by carbonylations. The use of these complexes as homogeneous hydroformylation catalysts is also briefly investigated.
14 citations