Monday, December 30, 2019

organic chemistry - Why is adenine aromatic?


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I don't think it follows the $4n + 2$ rule. The double bonds give 8 π electrons. Then the lone pairs on the $\ce{NH}$ and $\ce{NH2}$ groups are delocalized (are they?) so they must contribute 4 π electrons. Thus in total there are 12 π electrons, which doesn't follow Hückel's rule. So, why is it aromatic?




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