A Halogen‐Bond Donor Catalyst for Templated Macrocyclization. (5th September 2019)

• Record Type: Journal Article
• Authors: Guillier, Kévin; Caytan, Elsa; Dorcet, Vincent; Mongin, Florence; Dumont, Élise; Chevallier, Floris
• Is Part Of: Angewandte Chemie. Volume 131:Number 42(2019)
• Page Start: 15082
• Page End: 15085
• Publication Date: 2019-09-05
• Subjects: Halogenbrücken -- Metathese -- Organokatalyse -- Templatsynthese -- Wasserstofftransfer; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201908317
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: A halogen‐bond templated 1:1 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. Abstract : Iodperfluorphenylether wurden als Exotemplate in substöchiometrischen Mengen eingesetzt, um eine halogenbrückenvermittelte 1:1‐Makrozyklisierung von Pyridinderivaten durch Tandem‐Olefinmetathese/Transferhydrierung durchzuführen.