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Topic: Suzuki Coupling question  (Read 651 times)

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Offline Parathormon

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Suzuki Coupling question
« on: December 28, 2021, 01:32:27 PM »
Hi everyone,

I have a question about Suzuki coupling - I am going to couple halo-compound with p-iodophenylboronic acid, and, there is a problem because iodophenylboronic acid has iodine atom which can couple with other molecule of p-iodophenylboronic acid and make polymers; also my product of reaction can be multicoupled on iodine of iodophenyl group attached…

Is there any method to prevent this?

Offline rolnor

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Re: Suzuki Coupling question
« Reply #1 on: December 28, 2021, 04:21:26 PM »
You can use excess 1,4-diiodobenzene and a arylboronic acid, a Grignard+Fe salts  or a organotin+Pd (Stille). I think its difficult to use a iodo boronic acid. I have seen tetramethyltin coupling this way but larger alkyltins are probably slow.

This reaction could be an option: https://en.m.wikipedia.org/wiki/Negishi_coupling
« Last Edit: December 28, 2021, 04:42:08 PM by rolnor »

Offline phth

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Re: Suzuki Coupling question
« Reply #2 on: January 02, 2022, 08:41:49 PM »
the solution to pollution is dilution?

Offline rolnor

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Re: Suzuki Coupling question
« Reply #3 on: January 03, 2022, 02:18:35 AM »
The iodophenylboronic acid does not change by dilution?

Offline BobfromNC

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Re: Suzuki Coupling question
« Reply #4 on: January 25, 2022, 04:05:23 PM »
You can use fluoro and chloro boronic acids, but bromo and iodo do not work well, unless you want polymers.

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