Part-III

Conclusion and Summary

(By Arijit Das,Int PHD)

Summary
In this experiment kinetic isotopic effect was studied on different deuterium
substituted adamantyl cation and from the data obtained the reasons for
stabilization of 1-adamantyl -cation was explained.

The following three factors stabilizes the 1-adamantyl cation:

1. Carbon-Hydrogen Hyperconjugation

Carbon hydrogen hyperconjugation in 1-adamantyl cation has very little

effect in stabilizing the cation which evident from the valence bond
description of hyperconjugation (Bredts Rule).But this occurs in superacid
condition and the physical evidence I,e X-ray structure is shown below.

2. Homohyperconjugation

As carbon hydrogen hyperconjugation plays very little effect for the

stabilization that means other effects are also there,one of them is
homohyperconjugation.

The positive charge is distributed over the four carbon atom and stabilize
the cation.
3. Carbon-Carbon Hyperconjugation

This effect also stabilzes the cation.The evidence is if we substitute the

gamma position by methyl,amine,cyano groups stabilization energy
changes.

SCOPE:

1. Adamantyl cation can be used as a probe for understanding long range

substitution effects.(Appeared in Vol.1, No9, pp.6671, 2011,Resonance,J
Chandrasekhar,)
2. The adamantyl group is large, inert, and hydrophobic and can be
incorporated suitably to make fat-soluble drugs. (Appeared in Vol.1, No9, pp.66
71, 2011,Resonance, J Chandrasekhar)

Further Application;

These all kind of hyperconjugative effect plays a significant role.

All the effects seem valid and explained theoretically and experimentally.
The actual mechanism involving these effects needs further attention which is the
major effect for the stabilization of these systems is presently address