Chapter 23, Problem 33PP

Interpretation Introduction

Interpretation:

The coupling product obtained when given para–nitrobromobenzene treated with alkynylstannane in presence of $\text{Pd}{\left({\text{PPh}}_{\text{3}}\right)}_{\text{4}}$ should be identified.

Concept Introduction:

Stille coupling: The reaction that involves coupling of an aryl, benzyl or vinyl halide or triflate with stannane in presence of $\text{Pd}{\left({\text{PPh}}_{\text{3}}\right)}_{\text{4}}$.

Explanation of Solution

Analyzing both the given reactant clearly shows that the carbon atom present in $\text{C-Br}$ bond in para–nitrobromobenzene will directly bond with the carbon atom present in $\text{C-Sn}$ bond present in alkynylstannane. The reaction is depicted as follows,