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Journal articles
Efficient routes towards a series of 5,5'-bithiazolidinylidenes as π-electron acceptors
Abstract : Different approaches have been studied in order to prepare efficiently the sulfur rich electron acceptor, DEBTTT. Among the various routes used, the one going through the synthesis of a bicyclic derivative, where the thiazole-2-chalcogenone is fused with a 1,3-dithiole-2-one, leads to the target molecule under milder conditions and better yield. Thus, this approach has been explored for the synthesis of a series of acceptors either by modifying the substituent on the thiazole core or by changing the exocyclic chalcogen atoms. All these sulfur rich electron acceptors exhibit short intra- and intermolecular SS contacts in the solid state. Electrochemical investigations show that the nature of the exocyclic chalcogen atom of the thiazole ring has a significant influence on the accepting ability as a cathodic shift of about 220 mV is observed just by changing sulfur for oxygen. This structural modification enables the tuning of the redox properties.
https://hal-univ-rennes1.archives-ouvertes.fr/hal-01188237
Contributor : Laurent Jonchère <>
Submitted on : Friday, August 28, 2015 - 4:26:15 PM
Last modification on : Tuesday, January 12, 2021 - 4:40:41 PM
Contributor : Laurent Jonchère <>
Submitted on : Friday, August 28, 2015 - 4:26:15 PM
Last modification on : Tuesday, January 12, 2021 - 4:40:41 PM