An investigation of the role of the disparate redox states of the tetrathiafulvalene unit in modulating hydrogen bonding interactions in solution

We have investigated the electrochemically controlled hydrogen bonding interactions between tetrathiafulvalene host 3 and guests 4 or 5. Stabilisation of the 3+ state is dependent upon the nature of the guest species, whereas both guests prevent precipitation of the electrochemically generated 32+ species at the working electrode via hydrogen bonded molecular recognition processes.