August 24, 2019

ORGANIC CHEMISTRY- I (NATURE OF BONDING AND STEREOCHEMISTRY)- HOMOAROMATICITY


ORGANIC CHEMISTRY- I (NATURE OF BONDING AND STEREOCHEMISTRY)- HOMOAROMATICITY


**A homoaromatic molecules showed discontinuity in the p orbital overlap due to the presence of a single sp³ hybridized atom, so we can say that those compounds where the stable configuration systems with (4n+2) π e can only be formd by bypassing One saturated sp³ hybridized carbon atom leads to homoaromaticity.

** The homotropylium cation (C8H9) is the best studied example of a homoaromatic compound. 

**Criteria for a compourd to be homoaroatic are :

#The molecule should posses one or more homoconjagative interactions. 

#A closed cyclic system must show electron delocalization.

#The member of π-electrons participating in cyclic electron delocalization should be close to 4n +2.

#No-bond homoaromatic systems should posses exceptional magnetic properties #Homoaromaticity should have resonance anergy greater than 2 leak mol¹ which leads to stabilization. 

**Classify the homoaromatic compounds depending on the type of interactions as no bond homoaromatics, sigma bond homoaromatics and homoarcmatics having transannular homoconjugative interactions. **Examples of homoaromatics including cationic, neutral and anionic homoaromatic compounds.