This website uses cookies to give you the best user experience. If you continue
without changing your settings we'll assume you are happy to receive all RSC cookies.
You can change your cookie settings by navigating to our Privacy and Cookies page and following the instructions. These instructions
are also obtainable from the privacy link at the bottom of any RSC page.
Center of Micro and Nanochemistry and Engineering, Universität Siegen, Adolf-Reichwein-Strasse, 57068 Siegen, Germany
E-mail: schmittel@chemie.uni-siegen.de
; Fax: (+49) 271-740-3270
Org. Biomol. Chem., 2013,11, 3108-3115
DOI:
10.1039/C3OB27481K
Received
21 Dec 2012,
Accepted
13 Feb 2013
First published online
26 Feb 2013
Using a variant of the HETPHEN concept, heteroleptic 2D and 3D metallosupramolecular structures, such as tweezer T, grid G and tetragonal prism P, were fabricated quantitatively and characterised by 1H NMR, 13C NMR, 1H–1H COSY, DOSY as well as ESI-MS. All structures encapsulate C60, with P showing the highest binding affinity (Kassoc = 3.3 × 106 M−1). The association constant increases along the series T < G < P, most likely due to the enhanced structural rigidity and better coplanarity of the two zinc porphyrin units. In contrast to T and G, the tetragonal prism P shows notable encapsulation of coronene (Kassoc = 1.1 × 104 M−1). In T and G, on the other hand, complexation of coronene is kinetically inhibited by the bulky mesityl rings at the porphyrin periphery. As illustrated in the facile displacement of coronene by C60 in coronene@P to furnish C60@P, P behaves as a flexible and guest-adaptive host.
Fetching data from CrossRef. This may take some time to load.
Organic & Biomolecular Chemistry
- Information Point