March 28, 2024, 05:57:29 AM
Forum Rules: Read This Before Posting


Topic: Suzuki Coupling question  (Read 1371 times)

0 Members and 1 Guest are viewing this topic.

Offline Parathormon

  • Regular Member
  • ***
  • Posts: 12
  • Mole Snacks: +0/-0
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

  • Chemist
  • Sr. Member
  • *
  • Posts: 2203
  • Mole Snacks: +148/-10
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

  • Chemist
  • Full Member
  • *
  • Posts: 528
  • Mole Snacks: +39/-4
Re: Suzuki Coupling question
« Reply #2 on: January 02, 2022, 08:41:49 PM »
the solution to pollution is dilution?

Offline rolnor

  • Chemist
  • Sr. Member
  • *
  • Posts: 2203
  • Mole Snacks: +148/-10
Re: Suzuki Coupling question
« Reply #3 on: January 03, 2022, 02:18:35 AM »
The iodophenylboronic acid does not change by dilution?

Offline BobfromNC

  • Regular Member
  • ***
  • Posts: 87
  • Mole Snacks: +14/-1
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.

Sponsored Links