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Chapter 26: Q 1. (page 1051)

Draw the product of each coupling reaction.

a.

b.

c.

d.

Short Answer

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Answer

Step by step solution

01

Organocuprate coupling reaction

Organocuprate reagents would react with organic halides to form coupling products that contain a new C-C bond. Only one alkyl group of the organocuprate would be transferred to form the product while the other becomes a part of RCu.

02

Products

The given compound would undergo an organocuprate coupling reaction to give the following products.

a.


b.

c.

d.

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Most popular questions from this chapter

Draw the product formed from ring-closing metathesis of each compound.

a.

b.

What steps are needed to convert but-1-ene \((C{H_3}C{H_2}CH = C{H_2})\) to octane \((C{H_3}{(C{H_2})_6}C{H_3})\)using a coupling reaction with an organocuprate reagent? All carbon atoms in octane mustcome from but-1-ene.

What products are formed when cis-pent-2-ene undergoes metathesis? Use this reaction to explain why metathesis of a 1, 2-disubstituted alkene (RCH=CHR') is generally not a practical method for alkene synthesis?

The reaction of cyclohexene with iodo-benzene under Heck conditions forms E, a coupling product with the new phenyl group on the allylic carbon, but none of the “expected” coupling product F with the phenyl group bonded directly to the carbon–carbon double bond.

a. Draw a stepwise mechanism that illustrates how E is formed.

b. Step [2] in Mechanism 26.2 proceeds with syn addition of Pd and R' to the double bond.What does the formation of E suggest about the stereochemistry of the elimination reaction depicted in Step [3] of Mechanism 26.2?

Devise a synthesis of diene A from (Z)-2-bromostyrene as the only organic starting material. Use a Suzuki reaction in one step of the synthesis.
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