Leveraging Metal and Ligand Reactive Sites for One Pot Reactions: Ligand-Centered Borenium Ions for Tandem Catalysis with Palladium

Manisha Skaria; Johnathan D Culpepper; Scott R Daly

doi:10.1002/chem.202201791

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Leveraging Metal and Ligand Reactive Sites for One Pot Reactions: Ligand-Centered Borenium Ions for Tandem Catalysis with Palladium

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Leveraging Metal and Ligand Reactive Sites for One Pot Reactions: Ligand-Centered Borenium Ions for Tandem Catalysis with Palladium

Manisha Skaria, Johnathan D Culpepper and Scott R Daly

Chemistry : a European journal, Vol.28(65), e202201791

08/23/2022

DOI: 10.1002/chem.202201791

PMCID: PMC9828003

PMID: 35997655

Appears in UI Libraries Support Open Access

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Abstract

Tandem catalysts that perform two different organic transformations in a single pot are highly desirable because they enable rapid and efficient assembly of simple organic building blocks into more complex molecules. Many examples of tandem catalysis rely on metal-catalyzed reactions involving one or more metal complexes. Remarkably, despite surging interest in the development of chemically reactive (i. e., non-innocent) ligands, there are few examples of metal complexes that leverage ligand-centered reactivity to perform catalytic reactions in tandem with separate catalytic reactions at the metal. Here we report how multifunctional Pd complexes with triaminoborane-derived diphosphorus ligands, called TBDPhos, appear to facilitate borenium-catalyzed cycloaddition reactions at the ligand, and Pd-catalyzed Stille and Suzuki cross-coupling reactions at the metal. Both transformations can be accessed in one pot to afford rare examples of tandem catalysis using separate metal and ligand catalysis sites in a single complex.

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Details

Title: Subtitle: Leveraging Metal and Ligand Reactive Sites for One Pot Reactions: Ligand-Centered Borenium Ions for Tandem Catalysis with Palladium
Creators: Manisha Skaria
Johnathan D Culpepper
Scott R Daly
Resource Type: Journal article
Publication Details: Chemistry : a European journal, Vol.28(65), e202201791
DOI: 10.1002/chem.202201791
PMID: 35997655
PMCID: PMC9828003
NLM abbreviation: Chemistry
eISSN: 1521-3765
Publisher: Wiley
Grant note: DOI: 10.13039/100006770, name: American Chemical Society Petroleum Research Fund, award: 62151-ND3; DOI: 10.13039/100000001, name: National Science Foundation
Language: English
Date published: 08/23/2022
Academic Unit: Pharmaceutical Sciences and Experimental Therapeutics; Chemistry
Record Identifier: 9984297458102771

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