Gram-Scale Synthesis of a Bench-Stable 5,5″-Unsubstituted Terpyrrole.
James T Brewster IiHadiqa ZafarMatthew McVeighChristopher D WightGonzalo AngueraAxel SteinbrückVincent M LynchJonathan L SesslerPublished in: The Journal of organic chemistry (2018)
The controlled preparation of higher order oligopyrrolic species holds broad utility across the chemical and material sciences. Here, we describe the gram-scale synthesis of a bench-stable 5,5″-unsubstituted terpyrrole in excellent yield via a tandem Suzuki cross-coupling with in situ deprotection. The solution and solid-state stability as well as UV-vis, fluorescence, and single crystal X-ray diffraction structure are also detailed.