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Author Topic: Name of a reaction  (Read 1380 times)

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Kaladiscope

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Name of a reaction
« on: June 19, 2012, 01:48:27 PM »

Sorry guys,

I would like to ask u how does it call the following reaction:

R1MgBr + R2-OMs ------> R-2-R1 + MsOMgBr

Is it a Grignard reaction?
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discodermolide

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Re: Name of a reaction
« Reply #1 on: June 19, 2012, 05:51:24 PM »

Sorry guys,

I would like to ask u how does it call the following reaction:

R1MgBr + R2-OMs ------> R-2-R1 + MsOMgBr

Is it a Grignard reaction?

Yes it is a Grignard reaction. It is also a variant of the Wurtz coupling this uses sodium.
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Kaladiscope

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Re: Name of a reaction
« Reply #2 on: June 19, 2012, 11:26:17 PM »

Thanks!

Do u think that Cadmiun could be better than magnesium in such reaction?

Like forming first the cadmiun derivative:

R-CH2Br + Cd ----> R-CH2CdBr

and then reacted it with for example:

R-OMs + RCH2CdBr -----> R-CH2-R + MsOCdBr

It is mesylate a good leaving group for this case?
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sjb

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Re: Name of a reaction
« Reply #3 on: June 19, 2012, 11:29:23 PM »

Thanks!

Do u think that Cadmiun could be better than magnesium in such reaction?

Like forming first the cadmiun derivative:

R-CH2Br + Cd ----> R-CH2CdBr

and then reacted it with for example:

R-OMs + RCH2CdBr -----> R-CH2-R + MsOCdBr

It is mesylate a good leaving group for this case?

Organocadniums are known, see e.g. http://en.wikipedia.org/w/index.php?title=Organocadmium_compound&oldid=493342441. Whether they are better, is diffiicult to say - I would imagine the toxicity may be a key point, both for the metal and the anion equivalent.
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