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en
the univalent unsaturated organic radical C3H5; derived from propylene
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Migration occurs to position 3 of the allylic group and also to position 3 of the vinylic ether.
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The nucleophile then adds to the allyl group regenerating the η2 π-allyl-Pd0 complex.
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The sensor contains an allyl group with the fluorescein functioning as the leaving group.
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The palladium catalyst first coordinates with the allyl group and then undergoes oxidative addition, forming the π-allyl complex.
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The ethenyl group and the propenyl group are usually called the vinyl group and the allyl group, respectively. 4.
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Treatment of the terminal allyl group of compound 1 with ethyl glyoxylate in the presence of catalytic (S)-BINOL-TiBr2 provided the required alcohol in 74% yield and >95% ds.
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Examples of allylic shifts: Ferrier rearrangement Meyer–Schuster rearrangement In one adaptation called a SN2' reduction a formal organic reduction on an allyl group containing a good leaving group is accompanied by a rearrangement.
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Specifically, SeO2 will convert an allylic methylene group into the corresponding alcohol.
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Just as with silicon the nucleophilicity of allyl germanes is high due to the intrinsic polarization of the bond (difference in electronegativity 2.55 − 2.01 = 0.54) and the combined stabilizing effect on the α-carbonion by the allyl group and the germanium atom.
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Three alkenyl groups—vinyl, allyl, and isopropenyl—are treated the same way.
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Allyls, acrylates and styrenics contain vinyl groups.
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The Tsuji–Trost reaction (also called the Trost allylic alkylation or allylic alkylation) is a palladium-catalysed substitution reaction involving a substrate that contains a leaving group in an allylic position.
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In 3-methyl-1-butene, the interactions between the hydrogen and the two methyl groups in the allylic system cause a change in enthalpy equal to 2 kcal/mol.
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Of course, there are two allyl groups on each monomer.
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You can see that it has two allyl groups on the ends.
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In addition, because of the close distance between its hydroxy group and allyl group, its chemical nature is very influential.
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The carboxylic group will thus function as a hydroxyl group that will cause a large allylic strain to form and cancel the stabilization effects of the extended conjugation.
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The alkyl group R should be primary or methyl and preferably should be allylic or benzylic.
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The next step is oxidative addition in which the leaving group is expelled with inversion of configuration and a η3 π-allyl-PdII is created (also called ionization).
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In the example below the carbonyl group in benzaldehyde is activated by diboronic acid prior to reaction with the allyl alcohol (see: Prins reaction): Molecular yardsticks.
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Just as with silicon the nucleophilicity of allyl germanes is high due to the intrinsic polarization of the bond (difference in electronegativity 2.55 − 2.01 = 0.54) and the combined stabilizing effect on the carbonion by the allyl group and the germanium atom.
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Elongation of a carbon chain: adding two methyl groups (‐CH2‐CH2‐) to the odorant of coconut, g-nonalactone, gives the odorant of peach; Exchange of a functional group: replacing the aldehyde group of the vanillin molecule with an allyl group (‐CH2‐CH=CH2) gives eugenol, the fragrance of cloves.
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These methods of enantiodiscrimination were previously reviewed by Trost: Preferential Ionization via Enantioselective Olefin Complexation Enantiotopic Ionization of Leaving Groups Attack at Enantiotopic Termini of the Allyl Complex Enantioface Exchange in the π-Allyl Complex Differentiation of Prochiral Nucleophile Faces The favored method for enantiodiscrimination is largely dependent on the substrate of interest, and in some cases, the enantioselectivity may be influenced by several of these factors.
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In one study the allylic shift was applied twice in a ring system: In this reaction sequence a Jacobson epoxidation adds an epoxy group to a diene which serves as the leaving group in reaction with the pyrazole nucleophile.
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Allyl silanes with alkoxy groups are mainly used as silylation reagents.
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29 sinne gevind in 16 ms. Hulle kom uit baie bronne en word nie nagegaan nie.