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What products would you expect from the following Suzuki coupling reactions?

Short Answer

Expert verified

猞 The product expected from the first reaction:

猞 The product expected from the second reaction:

Step by step solution

01

Suzuki Reaction

Suzuki reaction is a type of metal catalyst reaction in which palladium metal catalyst has been used to do the coupling reaction.

The main compound used in this reaction is the base with hydroxide or carbonate ions. The other necessary reactant used in this reaction is an organoboron compound.

02

Subpart (a) The product expected from the given coupling Suzuki Reaction.

Ary halide reacting 1-Bromo-4-(tert-butyl)benzene with aryl boronic acid with the help of palladium-catalyzed substitution couples the carbon of two aryl rings to form the 4鈥-(tert-butyl)-a 2-methyl-1,1鈥-biphenyl product, which is a conjugated biaryl system.

Formation of 4鈥-(tert-butyl)-a 2-methyl-1,1鈥-biphenyl

03

Subpart (b) The product expected from the given coupling Suzuki Reaction.

Ary halide (Bromobenzene) reacts with aryl boronate ester with the help of palladium-catalyzed substitution reaction that couples the two aryl rings to form the product 3-phenyl pyridine, which is a conjugated biaryl system.

Formation of 3- phenyl pyridine

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Most popular questions from this chapter

A graduate student tried to make o-fluorophenylmagnesium bromide by adding magnesium to an ether solution of o-fluorobromobenzene. After obtaining puzzling results with this reaction, she repeated the reaction by using as solvent some tetrahydrofuran that contained a small amount of furan. From this reaction, she isolated a fair yield of the compound that follows. Propose a mechanism for its formation

What products would you expect from the following reactions?

Triphenylmethanol is insoluble in water, but when it is treated with concentrated sulfuric acid, a bright yellow solution results. As this yellow solution is diluted with water, its color disappears and a precipitate of triphenylmethanol reappears. Suggest a structure for the bright yellow species, and explain this unusual behavior.

Phenolphthalein, a common nonprescription laxative, is also an acid-base indicator that is colorless in acid and red in base. Phenolphthalein is synthesized by the acid-catalyzed reaction of phthalic anhydride with 2 equivalents of phenol.

(a) Propose a mechanism for the synthesis of phenolphthalein.

(b) Propose a mechanism for the conversion of phenolphthalein to its red dianion in the base.

(c) Use resonance structures to show that the two phenolic oxygen atoms are equivalent (each with half a negative charge) in the red phenolphthalein dianion.


Phthalic anhydride Phenolphthalein red dianion

Propose mechanisms for the Birch reductions of benzoic acid and anisole just shown. Show why the observed orientation of reduction is favored in each case.

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