title: Synthesis and Characterization of a Brønsted Pair Functionalized Shape-Persistent Macrocycle.
abstract: The first shape-persistent macrocycle 1 offering a Brønsted pair functionalized interior is described. Via postcyclization transformation, this heterosequenced compound can be obtained from its corresponding ester 2. The macrocycles differ dramatically in their characteristics such as solubility and appearance. Theoretical investigations suggest that those contrasts might originate from conformational changes due to the formation of a strong O-H-N hydrogen bond in 1.
authors: Organic Chemistry & Catalysis, Debye Institute for Nanomaterials Science, Universiteit Utrecht , Universiteitsweg 99, 3584 CG Utrecht, The Netherlands.
authors: Annette B
authors: AB
authors: Vliegenthart
authors: Organic Chemistry & Catalysis, Debye Institute for Nanomaterials Science, Universiteit Utrecht , Universiteitsweg 99, 3584 CG Utrecht, The Netherlands.
authors: Frank A L
authors: FA
authors: Welling
authors: Lehrstuhl für Theoretische Chemie, Ruhr-Universität Bochum , D-44780 Bochum, Germany.|Max-Planck Institut für Kohlenforschung , Kaiser-Wilhelm-Platz 1, D-45470 Mülheim an der Ruhr, Germany.
authors: Michael
authors: M
authors: Roemelt
authors: Organic Chemistry & Catalysis, Debye Institute for Nanomaterials Science, Universiteit Utrecht , Universiteitsweg 99, 3584 CG Utrecht, The Netherlands.
authors: Robertus J M
authors: RJ
authors: Klein Gebbink
authors: Organic Chemistry & Catalysis, Debye Institute for Nanomaterials Science, Universiteit Utrecht , Universiteitsweg 99, 3584 CG Utrecht, The Netherlands.
authors: Matthias
authors: M
authors: Otte