2,6-Difluorophenylboronic Acid | CAS 162101-25-9 | ≥98%

Sterically Hindered Suzuki–Miyaura Cross-Coupling

• Specialised coupling partner for the synthesis of sterically demanding 2,6-difluorinated biaryl scaffolds — the flanking ortho-fluoro groups create severe steric congestion around the boron centre, requiring optimised ligand and catalyst systems
• Electronically and sterically distinct from all other difluorophenylboronic acid isomers — the 2,6-substitution pattern is uniquely challenging and valuable in systematic studies of steric effects in cross-coupling
• Applied in the synthesis of conformationally restricted biaryl frameworks where the ortho-ortho substitution pattern enforces a perpendicular geometry between the two aromatic rings

Atropisomerism & Axial Chirality Research

• Key building block for the synthesis of atropisomeric biaryl compounds where restricted rotation around the biaryl bond creates axially chiral molecules
• The 2,6-difluoro substitution pattern enforces significant rotational barriers in coupling products — making this reagent particularly valuable in atropisomer and axial chirality research

Organic Synthesis & Building Block Chemistry

• Applied in agrochemistry and fine chemical research for the synthesis of sterically hindered fluorinated aromatic intermediates
• Used in structure-activity relationship studies where ortho-fluorine substitution modulates both electronic properties and three-dimensional molecular shape simultaneously

Boronate Esters & Iterative Synthesis

• Precursor for 2,6-difluorophenyl boronate esters (pinacol, MIDA) used in iterative cross-coupling strategies requiring sterically demanding aryl groups
• Applied in complex molecule assembly where the unique 2,6-difluoro substitution pattern is essential to the target scaffold geometry