TY  - JOUR
A1  - Budiman, Yudha P.
A1  - Westcott, Stephen A.
A1  - Radius, Udo
A1  - Marder, Todd B.
T1  - Fluorinated Aryl Boronates as Building Blocks in Organic Synthesis
JF  - Advanced Synthesis & Catalysis
N2  - Organoboron compounds are well known building blocks for many organic reactions. However, under basic conditions, polyfluorinated aryl boronic acid derivatives suffer from instability issues that are accelerated in compounds containing an ortho‐fluorine group, which result in the formation of the corresponding protodeboronation products. Therefore, a considerable amount of research has focused on novel methodologies to synthesize these valuable compounds while avoiding the protodeboronation issue. This review summarizes the latest developments in the synthesis of fluorinated aryl boronic acid derivatives and their applications in cross‐coupling reactions and other transformations.

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KW  - homogeneous catalysis
KW  - boron reagents
KW  - boronates
KW  - fluorine
KW  - fluoroarene
Y1  - 2021
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-225908
VL  - 363
IS  - 9
SP  - 2224
EP  - 2255
ER  - 
TY  - JOUR
A1  - Budiman, Yudha  P.
A1  - Friedrich, Alexandra
A1  - Radius, Udo
A1  - Marder, Todd  B.
T1  - Copper-catalysed Suzuki-Miyaura cross-coupling of highly fluorinated aryl boronate esters with aryl iodides and bromides and fluoroarene-arene π-stacking interactions in the products
JF  - ChemCatChem
N2  - A combination of copper iodide and phenanthroline as the ligand is an efficient catalyst for Suzuki‐Miyaura cross‐coupling of highly fluorinated boronate esters (aryl−Bpin) with aryl iodides and bromides to generate fluorinated biaryls in good to excellent yields. This method represents a nice alternative to traditional cross‐coupling methods which require palladium catalysts and stoichiometric amounts of silver oxide. We note that π⋅⋅⋅π stacking interactions dominate the molecular packing in the partly fluorinated biaryl crystals investigated herein. They are present either between the arene and perfluoroarene, or solely between arenes or perfluoroarenes, respectively.
KW  - homogeneous catalysis
KW  - boron
KW  - boronate
KW  - fluorine
KW  - fluoroarene
Y1  - 2019
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-204839
VL  - 11
IS  - 21
ER  -