Inert C(sp3)–H activation via ligand coordination has presented promising control over catalytic properties, specifically over mono versus diarylation of protected starting materials, demonstrated by one of us utilizing homogenous catalytic species with pyridine-based ligands [Science, 2014, 343, 1216-1220]. In this work, we illustrate the performance of a solvated micelle-supported ligand as a platform for coordination with palladium for C–H arylation. The micelle-supported ligand is one of the first applications of a micelle-supported ligand for C–H arylation, and provides a tunable support for future elaboration. The use of a spatially constrained system promoted selectivity trends influenced by both the sterics and electronics of the system, differing from the homogeneous catalyst, with high yields and selectivities.