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Topic: Another Click Quesiton  (Read 1517 times)

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Offline Nescafe

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Another Click Quesiton
« on: May 24, 2014, 05:05:46 PM »
Hi,

I recently read that in a typical click reaction you need an excess of sodium ascorbate, the reason being: "The active Cu(I) catalyst can be generated from Cu(I) salts or Cu(II) salts using sodium ascorbate as the reducing agent. Addition of a slight excess of sodium ascorbate prevents the formation of oxidative homocoupling products. Disproportionation of a Cu(II) salt in presence of a Cu wire can also be used to form active Cu(I)"

Does this mean to prevent the ascorbate from reacting with itself?

Thanks in advance,

Nescafe.

Offline clarkstill

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Re: Another Click Quesiton
« Reply #1 on: May 26, 2014, 03:06:06 AM »
It doesn't mean dimerization of the ascorbate, it's to prevent glaser dimerization of the acetylene:

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

Offline Nescafe

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Re: Another Click Quesiton
« Reply #2 on: May 27, 2014, 10:24:57 AM »
very interesting, thanks, did not know that. But how does sodium asbcorbate do this, by maintaining a "reduced" enviroment?

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