We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Reversible Control over Molecular Recognition in Surface-Bound Photoswitchable Hydrogen-Bonding Receptors: Towards Read-Write-Erase Molecular Printboards.
- Authors
Liang, Chih‐Kai; Dubacheva, Galina V.; Buffeteau, Thierry; Cavagnat, Dominique; Hapiot, Philippe; Fabre, Bruno; Tucker, James H. R.; Bassani, Dario M.
- Abstract
The synthesis of an anthracene-bearing photoactive barbituric acid receptor and its subsequent grafting onto azide-terminated alkanethiol/Au self-assembled monolayers by using an CuI-catalyzed azide-alkyne reaction is reported. Monolayer characterization using contact-angle measurements, electrochemistry, and spectroscopic ellipsometry indicate that the monolayer conversion is fast and complete. Irradiation of the receptor leads to photodimerization of the anthracenes, which induces the open-to-closed gating of the receptor by blocking access to the binding site. The process is thermally reversible, and polarization-modulated IR reflection-absorption spectroscopy indicates that photochemical closure and thermal opening of the surface-bound receptors occur in 70 and 100 % conversion, respectively. Affinity of the open and closed surface-bound receptor was characterized by using force spectroscopy with a barbituric-acid-modified atomic force microscope tip.
- Subjects
MOLECULAR recognition; HYDROGEN bonding; ANTHRACENE; AZIDES; ALKANETHIOLS; CONTACT angle measurement; PHOTODIMERIZATION; ELLIPSOMETRY
- Publication
Chemistry - A European Journal, 2013, Vol 19, Issue 38, p12748
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201301613