Toward Electrochemically Controllable Tristable Three‐Station [2]Catenanes |
| |
Authors: | Taichi Ikeda Dr Sourav Saha Dr Ivan Aprahamian Dr Ken?C‐F Leung Dr Adides Williams Wei‐Qiao Deng Dr Amar?H Flood Dr William?A Goddard III Prof J?Fraser Stoddart Prof |
| |
Institution: | 1. The California NanoSystems Institute;2. Department of Chemistry and Biochemistry, University of California, Los Angeles, 405 Hilgard Avenue, Los Angeles, CA 90095‐1569, USA, Fax: (+1)?310‐206‐5621;3. Materials and Process Simulation Center, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA;4. Current Address: Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, IN 47405, USA |
| |
Abstract: | Encouraged by the prospect of producing an electrochemical, color‐switchable red–green–blue (RGB) dye compound, we have designed, synthesized, and characterized two three‐station 2]catenanes. Both are composed of macrocyclic polyethers containing three π‐electron‐rich stations, which act as recognition sites for a π‐electron‐deficient tetracationic cyclophane. The molecular structures of the two three‐station 2]catenanes were characterized fully by mass spectrometry and 1H NMR spectroscopy. To anticipate the relative occupancies of the three stations in each 2]catenane by the cyclophane, model compounds with the same constitutions in the vicinity of the stations were synthesized. The relative ground‐state populations of the three stations occupied in both 2]catenanes were estimated from the thermodynamic parameters for 1:1 complexes between all these model compounds and the cyclophane, obtained from isothermal titration calorimetry (ITC). The electrochemical and electromechanical properties of the three‐station 2]catenanes were analyzed by cyclic voltammetry (CV), differential pulse voltammetry (DPV), and spectroelectrochemistry (SEC). The first three‐station 2]catenane was found to behave like a bistable system, whereas the second can be described as a quasi‐tristable system. |
| |
Keywords: | catenanes crown ethers electrochemistry molecular devices thermodynamics |
|
|