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Topic: Can sp-hybridized (i.e. triple bonded) carbons conjugate?  (Read 1694 times)

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Offline Prototype

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Can sp-hybridized (i.e. triple bonded) carbons conjugate?
« on: August 27, 2013, 12:32:08 PM »
This is specifically with regards to figuring out if something is aromatic. I couldn't find anything regarding this, but I figured there must be something blatantly obvious that I'm overlooking for this to not even be a common question.

Thanks

Offline Corribus

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Re: Can sp-hybridized (i.e. triple bonded) carbons conjugate?
« Reply #1 on: August 27, 2013, 12:48:37 PM »
Yes. You get what are called cumulenic resonance structures, the name deriving from cumulene.

http://en.wikipedia.org/wiki/Cumulene

Because of bond alternation, often the various resonance structures are no equivalent in energy, however.
What men are poets who can speak of Jupiter if he were like a man, but if he is an immense spinning sphere of methane and ammonia must be silent?  - Richard P. Feynman

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