Base-Mediated Synthesesof New 6,6′-Di(polyfluoroalkoxy)-2,2′-Bipyridines with100% Regioselectivity

Extremely high electrophilic metal complexes, composed by a metal cation and very electron poor σ‐donor ancillary ligands, are expected to be privileged catalysts for oxidation reactions in organic chemistry. However, their low lifetime prevents any use in catalysis. Here we show the synthesis of fluorinated pyridine‐Pd2+ coordinate cages within the channels of an anionic tridimensional metal‐organic framework (MOF), and their use as efficient metal catalysts for the aerobic oxidation of aliphatic alcohols to carboxylic acids without any additive. Mechanistic studies strongly support that the MOF‐stabilized coordination cage with perfluorinated ligands unleashes the full electrophilic potential of Pd2+ to dehydrogenate primary alcohols, without any base, and also to activate O2 for the radical oxidation to the aldehyde intermediate. This study opens the door to design catalytic perfluorinated complexes for challenging organic transformations, where an extremely high electrophilic metal site is required.

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MOF‐Stabilized Perfluorinated Palladium Cages Catalyze the Additive‐Free Aerobic Oxidation of Aliphatic Alcohols to Acids

Greco

Tiburcio

Fernández

et al. 2022

Chemistry A European J

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A Novel and Simple Synthesis of Ethers of Hydroxypyridines with Hexafluoropropan-2-ol via Diazotization of Aminopyridines and Aminoquinolines Under Acid-Free Conditions

Филимонов

Sanzhiev

Gulyaev

et al. 2022

Chem Heterocycl Comp

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Base-Mediated Synthesesof New 6,6′-Di(polyfluoroalkoxy)-2,2′-Bipyridines with100% Regioselectivity

Abstract: Base-Mediated Syntheses of New 6,6¢-Di(polyfluoroalkoxy)-2,2¢-Bipyridines with 100% Regioselectivity D i (p o l y f l u o r o a l k o x y)-2 , 2 ¢-Bip y r i d i n e s w i t h 1 0 0 % R e g i o s e l e c t i v i t y

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MOF‐Stabilized Perfluorinated Palladium Cages Catalyze the Additive‐Free Aerobic Oxidation of Aliphatic Alcohols to Acids

MOF‐Stabilized Perfluorinated Palladium Cages Catalyze the Additive‐Free Aerobic Oxidation of Aliphatic Alcohols to Acids

A Novel and Simple Synthesis of Ethers of Hydroxypyridines with Hexafluoropropan-2-ol via Diazotization of Aminopyridines and Aminoquinolines Under Acid-Free Conditions

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