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Upper rim tetrathiafulvalene-bridged calix[4]arenes |
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| Authors: | Matthias H DükerRafael Gómez Christophe ML Vande VeldeVladimir A Azov |
| Institution: | a University of Bremen, Department of Chemistry, Leobener Str. NW 2C, D-28359 Bremen, Germany b Universidad Complutense, Departamento de Química Orgánica, Avda. Complutense s/n, E-28040 Madrid, Spain c Karel de Grote University College, Department of Applied Engineering, Salesianenlaan 30, 2660 Antwerp, Belgium |
| Abstract: | The synthesis of novel upper rim calix4]arene-tetrathiafulvalene conjugates 1a-d has been performed by bridging the tetrachloromethylated calix4]arene derivative 4 with the corresponding tetrathiafulvalene-dithiolates. The cyclic voltammetry of 1a-d shows a two-step oxidation behavior, whereas NMR binding titrations showed their binding affinity to pyridinium salts. X-ray structure of 4 features calixarene fixed in the pinched cone conformation; its crystal packing is defined by the network of C-H···Cl weak hydrogen bonds. |
| Keywords: | Calixarenes Tetrathiafulvalenes Cyclic voltammetry Molecular recognition Weak hydrogen bonds |
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