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Question

The major product of the following reaction sequence is

The correct answer is

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The given reaction sequence involves a palladium-catalyzed coupling reaction using SnBu3 (tributyltin) and an allyl bromide.

This process is indicative of a Stille coupling, which typically involves the reaction of organotin compounds with organic halides in the presence of a palladium catalyst.

Let's break down the steps:

  1. Formation of a new carbon-carbon bond: The allyl bromide undergoes oxidative addition to the palladium catalyst, followed by transmetallation with the organotin compound. This forms a new carbon-carbon bond.
  2. Reductive elimination: The palladium catalyst then undergoes reductive elimination to form the final product.

The major product will be the one where the organotin group and the allyl group combine, resulting in a new alkene structure at the original organotin site. The correct structure (major product) is shown below

This transformation illustrates the selectivity and utility of Stille couplings in forming carbon-carbon bonds, especially in synthetic organic chemistry.

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Important Questions from Organometallic Chemistry

  1. The reaction that proceeds through an oxidative addition followed by a reductive elimination is
    [Given: Atomic numbers Ni = 28, Ta = 73, Zr = 40, Pt = 78]

  2. The heptacity of allyl and Cp and the ligation mode of NO in the thermodynamically stable complexes 
    $[(\eta^x-allyl)Ru(CO)_2(NO)]$ and $[(\eta^y-Cp)Ru(CO)_2(NO)]$, 
    respectively, are 
    (The heptacity of allyl and Cp are denoted by $\eta^x$ and $\eta^y$, respectively.)

  3. The hapticity of cycloheptatriene, $(C_7H_8)$, in $Mo(C_7H_8)(CO)_3$ is ______________.

  4. The bond angle (Ti-C-C) in the crystal structure of

    is severely distorted due to

  5. Decarbonylation reaction of $[cis-(CH_3CO)Mn(^{13}CO)(CO)_4]$ yields X,Y and Z, where $X =[(CH_3)Mn(CO)_5]$; $Y = [cis-(CH_3)Mn(^{13}CO)(CO)_4]$; $Z = [trans-(CH_3)Mn(^{13}CO)(CO)_4]$ 

    The molar ratio of the products(X : Y : Z) in this reaction is

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