top | item 20711166

(no title)

chinigo | 6 years ago

Does this suggest that a larger ring would be more stable because the bond angles would be more obtuse?

discuss

order

gus_massa|6 years ago

Probably yes, but there may be some additional rules. First you need an even number of Carbons, but there may be additional rules.

I have a gut feeling that in this case it's better if the number of carbons is like 4n+2 (i.e. even, but not a multiple of 4, just like 18 :) ). This rule is important when you have a similar structure with double bonds and Hydrogen. https://en.wikipedia.org/wiki/Aromaticity I'm not sure if it translates to triple bonds.

(Some handwaving: Here the pi bonds in the plane act like the H in the aromatic compounds, and the pi bonds perpendicular to the plane form an aromatic system.) (Note that handwaving is never a replacement of knowledge, so this many be very bad.)

hoseja|6 years ago

I feel like a larger ring would immediately twist into some kinda figure-8 shape. I feel like this one would too, were it not laying on a surface. Actually I feel like the surface plays a major role in this molecule's ability to exist.