Singlet Fission in Carbene‐Derived Diradicaloids. Issue 20 (26th March 2020)

• Record Type: Journal Article
• Authors: Ullrich, Tobias; Pinter, Piermaria; Messelberger, Julian; Haines, Philipp; Kaur, Ramandeep; Hansmann, Max M.; Munz, Dominik; Guldi, Dirk M.
• Is Part Of: Angewandte Chemie international edition. Volume 59:Issue 20(2020)
• Page Start: 7906
• Page End: 7914
• Publication Date: 2020-03-26
• Subjects: carbenes -- diradicaloids -- energy conversion -- self-assembly -- singlet fission; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.202001286
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: Herein, we present a new class of singlet fission (SF) materials based on diradicaloids of carbene scaffolds, namely cyclic (alkyl)(amino)carbenes (CAACs). Our modular approach allows the tuning of two key SF criteria: the steric factor and the diradical character. In turn, we modified the energy landscapes of excited states in a systematic manner to accommodate the needs for SF. We report the first example of intermolecular SF in solution by dimer self‐assembly at cryogenic temperatures. Abstract : Diradicaloids derived from cyclic carbenes are singlet‐fission molecules with exceptionally large diradicaloid character, which self‐assemble at cryogenic temperatures in solution.