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THE ADDITION OF 2,4-DINITROBENZENESULFENYL CHLORIDE TO SOME ALKYL-SUBSTITUTED VINYLFERROCENES

The addition of 2,4-dinitrobenzenesulfenyl chloride to alkyl-substituted vinylferrocenes has been investigated in CH2Cl2, 1,1,2,2-tetrachloroethane and acetic acid solutions.Product analyses were carried out by VPC and PMR techniques and reaction rates measured by a spectrophotometric method.The orientation appears to be determined by the structural features of the intermediate episulfonium ion rather than by the site of the primary attack of the electrophile on the starting substrate.A comparison with the results previously obtained with the methoxymercuration reaction has a bearing on the mechanism of the latter reaction.

THE ADDITION OF 2,4-DINITROBENZENESULFENYL CHLORIDE TO SOME ALKYL-SUBSTITUTED VINYLFERROCENES

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Reference£º
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

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In heterogeneous catalysis, catalysts provide a surface to which reactants bind in a process of adsorption. In homogeneous catalysis, catalysts are in the same phase as the reactants. Quality Control of Vinylferrocene. Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. Introducing a new discovery about 1271-51-8, Name is Vinylferrocene

Photoinduced regio-and stereoselective introduction of phenylchalcogeno moieties to ethynylferrocene

Upon photoirradiation, diphenyl diselenide and diphenyl ditelluride reacted with ethynylferrocene to afford the corresponding bischalcogenated vinylferrocenes. Regioand stereoselectivities were determined by X-ray crystal analysis, and redox properties were investigated by cyclic voltammetry.

Photoinduced regio-and stereoselective introduction of phenylchalcogeno moieties to ethynylferrocene

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Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

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Facile synthesis of bidimensional ferrocenyl-based branched oligomers by palladium-catalyzed coupling reactions

New ferrocenyl-based star-shaped complexes have been obtained by palladium-catalyzed reactions. The synthetic method reported shows an advantage over the traditional Wittig reaction for the synthesis of olefinated compounds, both in yields and in selectivity towards the all-E isomers. The electrochemistry of the compounds has been studied. The crystal structure of E-ferrocenyl-4-(vinylphenyl)vinylene, one of the starting complexes to the star-shaped compounds, has been determined by means of single crystal X-ray diffraction.

Facile synthesis of bidimensional ferrocenyl-based branched oligomers by palladium-catalyzed coupling reactions

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Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

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Visible-Light-Induced Copper-Catalyzed Intermolecular Markovnikov Hydroamination of Alkenes

A visible-light-induced copper-catalyzed intermolecular hydroamination of alkenes using commercially accessible primary and secondary amines has been established. This effective method exhibits good tolerance of a broad range of functional groups and provides a facile access to an array of valuable amines with Markovnikov regioselectivity. The process can be positively expected to be used in bioactive amines, and it may provide new potential in the discovery of copper-catalyzed hydrofunctionalization reactions.

Visible-Light-Induced Copper-Catalyzed Intermolecular Markovnikov Hydroamination of Alkenes

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Reference£º
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

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A chiral ferrocenesulfonic such P, P biligand synthetic method (by machine translation)

The invention discloses a chiral ferrocenesulfonic such P, P method for synthesizing of the ligand, belonging to the field of organic synthesis. This method is realized by the following steps : (1) with vinyl ferrocene as the starting material, chiral under the action of catalyst, and the two disclosed reaction to obtain (R) -1 the […] ferrocenesulfonic yl group II alkyl phosphine ; (2) (R) -1 the radicals […] ferrocenesulfonic yl acetate is disclosed and diethyl zinc reaction and the diphenyl phosphine reaction to obtain the chiral ferrocenyl such P, P ligand (R)-(-) – 1 the […] [(S) -2 the […] (mortars; concrete ; artificial stone) ferrocene] ethyl b is disclosed. Compared with the prior art, the present invention of fewer steps, the operation is simple, high yield, is more suitable for industrial production. Such chiral ferrocenyl made of P, P compounds can be used as the ligand of metal catalyst, used in the medical field. (by machine translation)

A chiral ferrocenesulfonic such P, P biligand synthetic method (by machine translation)

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Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

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Synthesis, characterization and second-order nonlinear optical behaviour of ferrocene-diketopyrrolopyrrole dyads: The effect of alkene: Vs. alkyne linkers

New, thermally stable dipolar ferrocene-diketopyrrolopyrrole (Fc-DPP) dyads with alkene as a linker exhibited structure dependent first hyperpolarizabilities, betaHRS, recorded by a femtosecond HRS technique using a femtosecond (120 fs) pulsed laser light system at 900 nm at ambient temperature. On the basis of linear optical, electrochemical and TD-DFT studies, a good structure-polarization relationship has been established to account for the observed trends in first hyperpolarizabilities. The dyads exhibited fluctuating but matching solvatochromism. Nonlinear optical properties are modulated both by the strength of the acceptor as well as the length and nature of the pi-conjugation bridge. betaHRS of the dyads were compared with structurally related dyads in which the DPP core and the Fc donor are linked via an alkyne bridge. It is interesting to observe that the replacement of an alkyne link with alkene in these D-pi-A chromophores does not necessarily furnish enhanced betaHRS.

Synthesis, characterization and second-order nonlinear optical behaviour of ferrocene-diketopyrrolopyrrole dyads: The effect of alkene: Vs. alkyne linkers

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Reference£º
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

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Metal-catalyzed electrochemical diazidation of alkenes

Vicinal diamines are a common structural motif in bioactive natural products, therapeutic agents, and molecular catalysts, motivating the continuing development of efficient, selective, and sustainable technologies for their preparation. We report an operationally simple and environmentally friendly protocol that converts alkenes and sodium azide?both readily available feedstocks?to 1,2-diazides. Powered by electricity and catalyzed by Earth-abundant manganese, this transformation proceeds under mild conditions and exhibits exceptional substrate generality and functional group compatibility. Using standard protocols, the resultant 1,2-diazides can be smoothly reduced to vicinal diamines in a single step, with high chemoselectivity. Mechanistic studies are consistent with metal-mediated azidyl radical transfer as the predominant pathway, enabling dual carbon-nitrogen bond formation.

Metal-catalyzed electrochemical diazidation of alkenes

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Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

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Preparation of vinyl silyl ethers and disiloxanes via the silyl-heck reaction of silyl ditriflates

Vinyl silyl ethers and disiloxanes can now be prepared from aryl-substituted alkenes and related substrates using a silyl-Heck reaction. The reaction employs a commercially available catalyst system and mild conditions. This work represents a highly practical means of accessing diverse classes of vinyl silyl ether substrates in an efficient and direct manner with complete regiomeric and geometric selectivity.

Preparation of vinyl silyl ethers and disiloxanes via the silyl-heck reaction of silyl ditriflates

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Reference£º
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

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Ferrocenyl thioesters

Ferrocenyl thiols of the formula STR1 wherein n is an integer of from 2 to 4 are prepared by reacting a compoundf the formula STR2 with thioacetic acid, STR3 at elevated temperatures in the presence of a free radical initiator to produce a thiol ester of the formula STR4 and then hydrolyzing the thiol ester to produce the thiol. The thiols are useful as non-migrating burning rate modifiers for unsaturated rubber-based propellants.

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Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

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Efficient Synthesis of 1,3-Dithiol-2-one Derivatives via 4,5-Bis(dibromomethyl)-1,3-dithiol-2-one

A series of 1,3-dithiol-2-one derivatives via [4 + 2] Diels-Alder cycloaddition reaction of 4,5-bis(dibromomethyl)-1,3-dithiol-2-one with vinyl-substituted compounds have been synthesized. Structures of all the newly synthesized compounds are well supported by spectral data such as 1H-NMR, MS, and elemental analysis. The structures of IVf and IVg have been analyzed by X-ray crystallography.

Efficient Synthesis of 1,3-Dithiol-2-one Derivatives via 4,5-Bis(dibromomethyl)-1,3-dithiol-2-one

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Reference£º
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion