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Topic: Suzuki Reactions  (Read 10931 times)

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raohonghua

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Suzuki Reactions
« on: June 01, 2006, 05:55:47 AM »
When I am carrying the suzuki reactions using NiCl2-6H2O as the catalyst and Bpy as the ligand, however, I did not get the product but the homocoupling of Ar-B(OH)2. Would you please tell me what is the problem? Thank you very much! By the way, I am a freshman at this forum.

Offline Dan

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Re: Suzuki Reactions
« Reply #1 on: June 01, 2006, 09:28:50 AM »
Is there any specific reason you are using a Ni catalyst? I was under the impression that Pd(PPh3)4 is the standard catalyst for Suzuki coupling (generated in situ from Pd(II) acetate). I have sucessfully carried out a Suzuki coupling in this way.
« Last Edit: June 01, 2006, 09:50:58 AM by Dan »
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Offline Will

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Re: Suzuki Reactions
« Reply #2 on: June 01, 2006, 09:45:32 AM »
I was under the impression that Pd(Ph3)4 is the standard catalyst for Suzuki coupling (generated in situ from Pd(II) acetate). I have sucessfully carried out a Suzuki coupling in this way.

Do you mean Pd(PPh3)4? :)

Offline Dan

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Re: Suzuki Reactions
« Reply #3 on: June 01, 2006, 09:50:23 AM »
Yes I do! Not the horrific complex I suggested - I have corrected it.
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Offline ethylacetate

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Re: Suzuki Reactions
« Reply #4 on: June 17, 2006, 04:11:08 AM »
???????

heyjude22

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Re: Suzuki Reactions
« Reply #5 on: June 30, 2006, 05:40:29 PM »
I would suggest using Pd(PPh3)4 for a Suzuki coupling.  In my experience, it has always worked pretty well.  Another thing to consider is changing the base you use.  This can facilitate the transmetallation step and increase the rate of reaction.

Offline PRIYA1022

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Re: Suzuki Reactions
« Reply #6 on: July 11, 2006, 08:40:39 PM »
 Suzuki reactions are also carried out with Nickel in place of palladium. I would suggest a ligand change. Try this reference..J. Org. Chem., Vol. 62, No. 23, 1997.page 8024 and J. Org. Chem. 1996, 60,pages 1060.

Offline CDW101057

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Re: Suzuki Reactions
« Reply #7 on: November 15, 2006, 10:53:46 PM »
The following condition: tris(dibenzylideneacetone)dipalladium(0), tri-tert-butylphosphine and anyhydryous cerium cabonate might be a better choice. ;D

Offline movies

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Re: Suzuki Reactions
« Reply #8 on: November 18, 2006, 01:41:18 PM »
Those conditions work best under conditions where you can get beta-hydride elimination.  The tetrakis conditions are a lot more convenient and cheaper though!

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