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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, the authors investigated the performance of amine complex for ring-opening metathesis polymerization (ROMP) and showed that the yields are greater than 70% in CHCl 3 when [NBE]/[Ru] = 3000 (M n ∼ 10 4 to 10 5 and M w /M n = 1.2-2.0) at 50 ± 1 °C for 5 min.
13 citations
TL;DR: In this paper, a Siloxy-Functionalized Synthetic Equivalent for Dichloroneopentylsilene is obtained by the reaction of (Me3SiO)2Si(Cl)CHCH2 (2) with LitBu.
Abstract: Silaheterocycles, XXV[1]. — (Me3SiO)2SiCHCH2tBu: A Siloxy-Functionalized Synthetic Equivalent for Dichloroneopentylsilene
(Me3SiO)2SiCHCH2tBu (4) is obtained by the reaction of (Me3SiO)2Si(Cl)CHCH2 (2) with LitBu. The reaction proceeds via the α-lithiated species 3, which can be intercepted by trimethylsilyl triflate to give 5. Silaethene 4 dimerizes to the E/Z-isomers of disilacyclobutane 7 and adds to Me3SiOMe to give 6. The reactivity of 4 resembles that of Cl2SiCHCH2tBu (1): A [4 + 2] cycloadduct is obtained from the reaction with anthracene, and with 1,3-cyclohexadiene and 1,3-cycloheptadiene mixtures of monosilacyclobutanes (10 and 12) and bicyclic Diels-Alder adducts (9 and 11) are available. Exclusive [2 + 2] cycloaddition reactions take place with styrene (formation of 13), 2,3-dimethyl-1,3-butadiene (19), and 1,3-butadiene (21). With quadricyclane only the product (14) originating from a [2 + 2 + 2] cycloaddition is formed, while with 2,5-norbornadiene the [2 + 2] and [2 + 2 + 2] cycloadducts (14 and 15) are formed. In addition the ene products (16, 18, 20, 22) are isolated in some cases from side reactions. — The tendency of 1 and 4 to preferably participate in [2 + 2] cycloaddition reactions is ascribed to the polarity of the SiC bond and the additional influence of the π donor ligands at silicon. These factors enable a stepwise [2 + 2] reaction in which the primary zwitterionic intermediates B are cyclized to yield the SiC four-membered ring compounds.
13 citations
TL;DR: The use of diphenyl(o-tolyl)phosphine as a ligand on palladium and tetraethylammonium chloride as an additive drastically increased the yield of the product, 5,6-diarylnorbornene for palladium-catalyzed ternary coupling reaction of aryl bromide, phenyltributyltin, and norbornadiene.
Abstract: The use of diphenyl(o-tolyl)phosphine as a ligand on palladium and tetraethylammonium chloride as an additive drastically increased the yield of the product, 5,6-diarylnorbornene for palladium-catalyzed ternary coupling reaction of aryl bromide, phenyltributyltin, and norbornadiene.
13 citations
TL;DR: The structure and reactivity of norbornadiene (NBD) adsorbed on Pt(111) has been studied by several physical techniques as discussed by the authors, and it has been shown that NBD is bound to the surface in an unusual way: through only one C-C double bond and through an agostic interaction involving one of the C-H bonds of the bridging CH{sub 2}.
13 citations
TL;DR: The mechanism of isomerisation of 2-(alkenyl)pyridines with group 6A hexacarbonyls is discussed in this article. But, the mechanism of the isomerization is not discussed in this paper.
Abstract: Reactions of 2-(alkenyl)pyridines with Group 6A hexacarbonyls and [M(CO)4(nbd)](M = Cr, Mo, or W; nbd = norbornadiene) are described Isomerisation of the alkenyl side chain occurs with 2-(CR1MeCR2)-, 2-(CH2CR1CH2CH2)- and 2-(CH2CHCH2CH2CH2)-C5H4N (R1, R2= H or Me) to give complexes of the type [M(CO)4L][L = 2-(prop-2′-enyl)- or 2-(substituted prop-2′-enyl)-pyridine] which have, in some cases, also been prepared directly from L; L is always bidentate The mechanism of isomerisation is discussed Spectroscopic studies provide no evidence for conformational isomerism involving the plane of the co-ordinated olefin Related reactions with Ph2P[CH2]2CHCH2 and Ph2P[CH2]3CHCH2 give [Mo(CO)4(Ph2PCH2CH2CHCH2)] and [Mo(CO)4(Ph2PCH2CH2CH2CHCH2)2] respectively
13 citations