A new sterically bulky chelating bis(alkoxide) ligand 3,3′-([1,1′:4′,1′′-terphenyl]-2,2′′-diyl)bis(2,2,4,4-tetramethylpentan-3-ol), (H₂[OO]^tBu), was prepared in a two-step process as the dichloromethane monosolvate, C₃₆H₅₀O₂·CH₂Cl₂. The first step is a Suzuki–Miyaura coupling reaction between 2-bromophenylboronic acid and 1,4-diiodobenzene. The resulting 2,2′′-dibromo-1,1′:4′,1′′-terphenyl was reacted with ^t BuLi and hexamethylacetone to obtain the desired product. The crystal structure of H₂[OO]^tBu revealed an anti conformation of the [CPh₂(OH)] fragments relative to the central phenyl. Furthermore, the hydroxyl groups point away from each other. Likely because of this anti–anti conformation, the attempts to synthesize first-row transition-metal complexes with H₂[OO]^tBu were not successful.