A1 Journal article (refereed)
Photocontrolled On-Surface Pseudorotaxane Formation with Well-Ordered Macrocycle Multilayers (2016)

Schwarz, F. B., Heinrich, T., Kaufmann, J. O., Lippitz, A., Puttreddy, R., Rissanen, K., . . . , & Schalley, C. A. (2016). Photocontrolled On-Surface Pseudorotaxane Formation with Well-Ordered Macrocycle Multilayers. Chemistry: A European Journal, 22 (40), 14383-14389. doi:10.1002/chem.201603156

JYU authors or editors

Publication details

All authors or editors: Schwarz, Felix B.; Heinrich, Thomas; Kaufmann, J. Ole; Lippitz, Andreas; Puttreddy, Rakesh; Rissanen, Kari; Unger, Wolfgang E. S.; Schalley, Christoph A.

Journal or series: Chemistry: A European Journal

ISSN: 0947-6539

eISSN: 1521-3765

Publication year: 2016

Volume: 22

Issue number: 40

Pages range: 14383-14389

Publisher: Wiley - VCH Verlag GmbH & Co. KGaA

Publication country: Germany

Publication language: English

DOI: https://doi.org/10.1002/chem.201603156

Open Access: Publication channel is not openly available

Abstract

The photoinduced pseudorotaxane formation between a photoresponsive axle and a tetralactam macrocycle was investigated in solution and on glass surfaces with immobilized multilayers of macrocycles. In the course of this reaction, a novel photoswitchable binding station with azobenzene as the photoswitchable unit and diketopiperazine as the binding station was synthesized and studied by NMR and UV/Vis spectroscopy. Glass surfaces have been functionalized with pyridine‐terminated SAMs and subsequently with multilayers of macrocycles through layer‐by‐layer self assembly. A preferred orientation of the macrocycles could be confirmed by NEXAFS spectroscopy. The photocontrolled deposition of the axle into the surface‐bound macrocycle‐multilayers was monitored by UV/Vis spectroscopy and led to an increase of the molecular order, as indicated by more substantial linear dichroism effects in angle‐resolved NEXAFS spectra.

Keywords: photochemistry; supramolecular chemistry; surface chemistry

Free keywords: azobenzene; pseudorotaxanes

Fields of science: