Calix[4]arenes with 1,2- and 1,3-upper rim tetrathiafulvalene bridges |
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Authors: | Matthias H. Düker Felix Kutter Thomas Dülcks |
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Affiliation: | Department of Chemistry, University of Bremen, Leobener Str. NW 2C, D-28359 Bremen, Germany |
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Abstract: | Herein we report the synthesis of several calix[4]arene derivatives with tetrathiafulvalene bridges at the upper rim. Calix[4]arene-tetrathiafulvalene (TTF) conjugates 4a–d, fixed in cone conformation and comprising two smaller 1,2-bridges, were prepared by cyclisation of tetrakis-chloromethylated calix[4]arene 1 with 2,3-dithiolates of TTFs. Larger calix[4]arene-TTF macrocycles 14 and 15, also in cone conformation, contain 1,3-bridges and were synthesised by cyclisation of 2,6- and 2,7-dithiolates of TTFs with bis-bromomethylated calix[4]arene 7. Redox properties of new calix[4]arene-TTF conjugates were characterised using cyclic voltammetry. |
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Keywords: | macrocycles calixarenes tetrathiafulvalenes cyclic voltammetry |
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