Template-directed synthesis of strained meso-meso-linked porphyrin nanorings

Journal article

Strained macrocycles display interesting properties, such as conformational rigidity, often resulting in enhanced π-conjugation or enhanced affinity for non-covalent guest binding, yet they can be difficult to synthesize. Here we use computational modeling to design a template to direct the formation of an 18-porphyrin nanoring with direct meso-meso bonds between the porphyrin units. Coupling of a linear 18-porphyrin oligomer in the presence of this template gives the target nanoring, together with an unexpected 36-porphyrin ring by-product. Scanning tunneling microscopy (STM) revealed the elliptical conformations and flexibility of these nanorings on a Au(111) surface.

Authors: Van Raden, JM; Deng, J-R; Gotfredsen, H; Hergenhahn, J; Clarke, M

• Publication status: Published
• Peer review status: Peer reviewed
• Publisher: Wiley
• Journal: Angewandte Chemie International Edition
• Volume: 63
• Issue: 14
• Article number: e202400103
• Place of publication: Germany
• Publication date: 2024-03-01
• Acceptance date: 2024-01-17
• DOI: 10.1002/anie.202400103
• EISSN: 1521-3773
• ISSN: 1433-7851
• Pmid: 38230920
• Language: English
• Keywords: oligomers; nanorings; porphyrinoids; scanning probe microscopy; templates