Stabilization via resonance

Why is this cation not stabilized by resonance?
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33 Replies
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Varun_Arora
Varun_Arora2mo ago
Who said it's not? 🙂 Btw it's still not as much stabilised though 'cause that pi bond It resonates inside the ring Creating aromaticity
Real potato
Real potato2mo ago
aromaticity kese arhi hai? reso kraye to ye to antiaromatic ho jjyega
Varun_Arora
Varun_Arora2mo ago
6 pi electrons na? Andar bhai ring ke Ring ke andar
Real potato
Real potato2mo ago
ye to 4 hua na
Varun_Arora
Varun_Arora2mo ago
pi-pi conjugation
Real potato
Real potato2mo ago
2 pi bond 4 electron hi to hua
Varun_Arora
Varun_Arora2mo ago
Vo ring ke just bahar kya hai? Vo pi bond nahi hai kya?
Real potato
Real potato2mo ago
acha ha
Varun_Arora
Varun_Arora2mo ago
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Varun_Arora
Varun_Arora2mo ago
Ye structure hai na?
Real potato
Real potato2mo ago
ring me already ring current tha mene dekha ni mujhe laga non aromatic hai ha ha right
Varun_Arora
Varun_Arora2mo ago
Tabhi vo positive ki side na jaake ring ke andar jaa raha hai
Real potato
Real potato2mo ago
:sweaty: yus sarr
SirGareth
SirGarethOP2mo ago
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Varun_Arora
Varun_Arora2mo ago
I explained why Just above
Real potato
Real potato2mo ago
ye kon h bhai he said ye resonance me nahi hai :aah:
SirGareth
SirGarethOP2mo ago
yea so is he wrong or
Varun_Arora
Varun_Arora2mo ago
He's not entirely wrong Resonance me chala gaya agar To anti aromatic structure aa raha hai
SirGareth
SirGarethOP2mo ago
i dont get this hm? 6 electtons involved no
Varun_Arora
Varun_Arora2mo ago
That 5 membered ring Uske ring current me kitne electrons honge If you draw a resonance structure with that positive charge Positive aayega ring ke carbon pe? That would lead to? 4 pi electrons Anti aromatic Isiliye vo resonance nahi hoga
Real potato
Real potato2mo ago
i was trying to say this only :haha:
Varun_Arora
Varun_Arora2mo ago
That would be a very minor contributor
SirGareth
SirGarethOP2mo ago
wont the double bond out of the ring still contribute to aromaticity
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SirGareth
SirGarethOP2mo ago
or do i need to look at goc again
Varun_Arora
Varun_Arora2mo ago
It should be conjugated and a part of the ring current It's not in conjugation with any of the double bonds inside the ring So it's not a part of the usual 4n+2
SirGareth
SirGarethOP2mo ago
it does have pi bonded sp2 orbitals no? also wdym ring current
Varun_Arora
Varun_Arora2mo ago
The electrons moving around in a continuous fashion inside the ring form the ring current It is but it's no more interacting with the ring after you draw that resonating structure Where you take the positive on the ring carbon
SirGareth
SirGarethOP2mo ago
why is that tho sorry if i sound dumb lol
Varun_Arora
Varun_Arora2mo ago
Naah you're not dw 'cause the adjacent p orbitals are the ones that interact Of course because of the vicinity that they have Now the adjacent p Orbital to the electrons in the ring doesn't practically have any of the electron density of that pi bond So they don't count But When you had the initial cation In which the pi bond was just outside the ring That p orbital had electron density of that pi bond And could interact with the p orbitals adjacent to it Do you get it now? @SirGareth
SirGareth
SirGarethOP2mo ago
think so. thank you +solved @Enamine @Real potato
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