Explain how the following two compounds can have the same conjugate base. Is this conjugate base aromatic?

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1 Answer
anor277
Feb 6, 2018

#"When either compound is deprotonated, the same"# #"aromatic anion is generated...."#

What is the Huckel criterion for aromaticity....?

Explanation:

The Huckel criterion specifies #4n+2*pi# #"electrons"#...you have got 2 dienes in the diagram, the which each have #4*pi# #"electrons"#. However, if an hydrogen as a proton is abstracted from the ring (which may be easily accomplished) then you gots #6*pi# #"electrons"#...which are delocalized around the ring.

sigmaaldrich.com

And this is a commonly used ligand in organometallic chemistry....

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