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Gram-Scale Synthesis of a Bench-Stable 5,5?-Unsubstituted Terpyrrole.

ABSTRACT: 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.

SUBMITTER: Brewster JT 

PROVIDER: S-EPMC6381930 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature

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Gram-Scale Synthesis of a Bench-Stable 5,5″-Unsubstituted Terpyrrole.

Brewster James T JT   Zafar Hadiqa H   McVeigh Matthew M   Wight Christopher D CD   Anguera Gonzalo G   Steinbrück Axel A   Lynch Vincent M VM   Sessler Jonathan L JL  

The Journal of organic chemistry 20180703 16

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. ...[more]

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