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Protodepalladation as a Strategic Elementary Step in Catalysis.

Miriam L O'Duill^1,2, Keary M Engle²

¹School of Chemistry, NUI Galway, University Rd, Galway H91 TK33, Ireland.

|May 21, 2019

Summary

Protodepalladation converts C-Pd(II) bonds to C-H bonds using Brønsted acids. This redox-neutral reaction is a key step in developing new catalytic cycles for organic synthesis.

Keywords:

alkenes alkynes cyclization metalation palladacycles palladium protonation transition metals

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Area of Science:

Organic Chemistry
Catalysis
Organometallic Chemistry

Background:

Protodepalladation is a redox-neutral transformation converting C-Pd(II) bonds to C-H bonds.
It represents the reverse of Pd(II)-mediated C-H activation, crucial in organopalladium chemistry.

Purpose of the Study:

To provide a comprehensive review of protodepalladation reactions.
To explore diverse reaction types, literature examples, and mechanistic aspects.
To highlight protodepalladation as an enabling elementary step in catalysis.

Main Methods:

Literature review and analysis of existing studies on protodepalladation.
Categorization of different reaction types involving protodepalladation.
Examination of mechanistic pathways and features.

Main Results:

Detailed overview of various protodepalladation reactions.
Discussion of key literature examples demonstrating its utility.
Analysis of mechanistic principles governing the transformation.

Conclusions:

Protodepalladation is an underexploited but powerful tool in catalytic reaction development.
Its integration into catalytic cycles allows for product formation without altering the palladium oxidation state.
Further research into new applications of protodepalladation is encouraged.