Upper rim tetrathiafulvalene-bridged calixarenes
Vande Velde, Christophe M.L.
Faculty of Sciences. Chemistry
Faculty of Applied Engineering Sciences
Engineering sciences. Technology
Tetrahedron letters. - Oxford
, p. 2881-2884
The synthesis of novel upper rim calixarenetetrathiafulvalene conjugates 1ad has been performed by bridging the tetrachloromethylated calixarene derivative 4 with the corresponding tetrathiafulvalene-dithiolates. The cyclic voltammetry of 1ad 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 CH···Cl weak hydrogen bonds.