135 Marks] Q 3(b) Kinetic resolution can be used to separate enantiomers. This r

Question

135 Marks] Q 3(b) Kinetic resolution can be used to separate enantiomers. This relies on chemical conversion of the compound, in which one enantiomer reacts at a much higher rate than the other. (i) Outline the advantages and disadvantages of this resolution method. (ii) Dynamic kinetic resolution offers an advantage over kinetic resolution. a. b. Define dynamic kinetic resolution Outline how this method can achieve up to full conversion to a single chiral product, as demonstrated in the reaction scheme below: Co catalyst 4 mol% LiBr 4 mol% OH Ph CH3CN, MS 3A

Explanation / Answer

1. advantage of kinetic resolution is As opposed to chiral resolution, kinetic resolution does not depend on different physical properties of diastereomeric products, but it depends on the different chemical properties of the racemic starting materials.

products are easily seperable

catalyst are cheap and easily available

Disadvantage:

yield is maximum of 50 percent

.2.a  Dynamic kinetic resolution is a type of kinetic resolution where 100% of a racemic compound can be converted into a enantiopure compound.

b.dynamic kinetic resolution utilizes a center of a particular molecule that can be easily epimerized so that the (R) and (S) enantiomers can interconvert throughout the reaction process. At this point the catalyst can selectively lower the transition state energy of a single enantiomer, leading to almost 100% yield of one reaction pathway over the other.so we can say that we can achieve up to full conversiion

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