August 11, 2020, 05:16:58 PM
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Topic: Pd(PPh3)Cl2 in Stille coupling  (Read 196 times)

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Offline MatusSK

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Pd(PPh3)Cl2 in Stille coupling
« on: July 30, 2020, 03:42:46 PM »
Hello everyone,
I´ve performed a Stille coupling reaction with Pd(PPh3)Cl2 in dry DMF. For coupling reaction it is necessary to use Pd(0) instead of Pd(II). In my case I used only Pd(PPh3)Cl2 without any reducing agent (amines, phosphine) according to literature and reaction worked very well. Does anybody know how I got Pd(0) from Pd(II) in Pd(PPh3)Cl2?
Thank you

Offline rolnor

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Re: Pd(PPh3)Cl2 in Stille coupling
« Reply #1 on: July 30, 2020, 04:36:07 PM »
I think it is reduced by the RSn-reagent.

Offline MatusSK

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Re: Pd(PPh3)Cl2 in Stille coupling
« Reply #2 on: July 31, 2020, 02:33:38 AM »
How?

Offline rolnor

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Re: Pd(PPh3)Cl2 in Stille coupling
« Reply #3 on: July 31, 2020, 04:01:44 AM »
I am not sure but tin can be converted to tin chloride. It can mean that alkyl-tin bond cleaves.

Offline kriggy

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Re: Pd(PPh3)Cl2 in Stille coupling
« Reply #4 on: July 31, 2020, 05:36:19 AM »
Could you have PdII - PdIV cycle as well?

Offline MatusSK

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Re: Pd(PPh3)Cl2 in Stille coupling
« Reply #5 on: August 01, 2020, 04:44:49 AM »
I dont know. Is it possible?

Offline rolnor

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Re: Pd(PPh3)Cl2 in Stille coupling
« Reply #6 on: August 01, 2020, 08:59:07 AM »
Its the tin-reagent or PPh3 that reduces the Pd if I understand correct; https://en.wikipedia.org/wiki/Stille_reaction

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