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Topic: Olefin metathesis: can it be done with alkynes, and how does the mechanism work?  (Read 2356 times)

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Offline cheesewithwhine

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Olefin metathesis: can it be done with alkynes, and how does the mechanism work?
« on: November 22, 2013, 11:34:45 AM »
I found a Grubbs metathesis reaction that is apparently followed by a H2 reduction. Since metathesis reactions involve a 4 member ring transition state, how does it work with alkynes? Some help with the mechanism will be much appreciated!

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Offline discodermolide

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Re: Olefin metathesis: can it be done with alkynes, and how does the mechanism work?
« Reply #1 on: November 22, 2013, 12:04:12 PM »
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Offline orgopete

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Re: Olefin metathesis: can it be done with alkynes, and how does the mechanism work?
« Reply #2 on: November 22, 2013, 01:01:46 PM »
I don't have a contribution here, but the Wikipedia link disco provided raises a question. Do the aromaticity rules apply to the metallocyclobutadiene intermediates shown?
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Offline Dan

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Re: Olefin metathesis: can it be done with alkynes, and how does the mechanism work?
« Reply #3 on: November 22, 2013, 02:33:22 PM »
cheesewithwine: This is enyne metathesis (alkyne+alkene), not alkyne metathesis (alkyne+alkyne).
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