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A Halogen-Bond Donor Catalyst for Templated Macrocyclization

Abstract : A halogen-bond templated 11 macrocyclization in solution is reported. Tetra(iodoperfluorophenyl) ethers were used as halogen-bonded exotemplates in a substoichiometric amount (5 mol %). Pyridine-containing macrocyclic architectures were formed by ruthenium-catalyzed tandem metathesis/transfer hydrogenation sequence using sodium borohydride and methanol as non-dihydrogen hydrogen source. The halogen-bonded stabilization energies were analyzed relying on density functional theory.
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Kevin Guillier, Elsa Caytan, Vincent Dorcet, Florence Mongin, Elise Dumont, et al.. A Halogen-Bond Donor Catalyst for Templated Macrocyclization. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2019, 58 (42), pp.14940-14943. ⟨10.1002/anie.201908317⟩. ⟨hal-02303400⟩

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