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Why is this type of resonance not possible? My book says that the positive charge is localised, and resonance is not possible.

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But I have drawn the resonance structures (though you can note that the last resonance structure can be obtained directly without disturbing the positive charge). Are the other structures not possible? It not, why?

Aromacity is not disturbed as all the structures have cyclic resonance and follow Hückel's rule. Please explain.


marked as duplicate by Mithoron, airhuff, Todd Minehardt, andselisk, NotEvans. Dec 10 '17 at 0:16

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    $\begingroup$ Two pi bonds on the same carbon atom are orthogonal to each other and do not overlap. The two intermediates are terribly strained and do therefore not exist. $\endgroup$ – Karl Dec 9 '17 at 11:33
  • $\begingroup$ Please explain it in great detail as an answer and please provide some orbital diagrams if possible. $\endgroup$ – DJ Koustav Dec 9 '17 at 11:36
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    $\begingroup$ I'm not here to do your homework, and please watch your language. $\endgroup$ – Karl Dec 9 '17 at 11:37
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    $\begingroup$ @Karl No no this isn't a homework problem or something like that. I think you are an experienced person for that reason I'm asking for help. (Please don't mind my language as I not at all want to hurt you.) $\endgroup$ – DJ Koustav Dec 9 '17 at 11:41
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    $\begingroup$ Then please to not ask questions like you were my teacher. Also revising is homework. If you know about orbital diagrams I am sure your textbook contains the answer to this problem. Which i also answered above, but nevermind. $\endgroup$ – Karl Dec 9 '17 at 11:48