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Topic: carbon-sulphur bonds  (Read 7570 times)

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Offline machin_shin

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carbon-sulphur bonds
« on: April 21, 2009, 02:07:23 PM »
is there a economically feasible way to cleave a carbon-sulphur bond? i have been reading about carbon-sulphur single and double bonds and havent found anything conclusive..

Offline Dan

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Re: carbon-sulphur bonds
« Reply #1 on: May 24, 2009, 09:00:40 AM »
That depends on what is economically feasible for you. What do you want to cleave the bond with? You can cleave with hydrogen using catalytic Raney nickel (hydrogenolysis) for example. If you have a thioether you could oxidise to the sulfoxide and eliminate to break the C-S bond (commonly used to make alpha,beta-unsaturated carbonyls). If you also had a leaving group alpha to the C-S bond you could potentially oxidise to the sulfone and eliminate the other way (Julia olefination). It really depends on how you want the bond to break, can you give any more information to narrow the scope of the question?
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