[Parathormon]

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?

[rolnor]

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

[phth]

the solution to pollution is dilution?

[rolnor]

The iodophenylboronic acid does not change by dilution?

[BobfromNC]

You can use fluoro and chloro boronic acids, but bromo and iodo do not work well, unless you want polymers.