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We report a simple and novel molecular design strategy to enhance rISC in boron-based donor–acceptor systems to achieve improved delayed fluorescence characteristics. Dianthrylboryl ((An) 2 B)-based aryl aminoboranes  1  (donor: phenothiazine) and  2  (donor: N,N-diphenylamine) were synthesized by a simple one-pot procedure. The energy of the electronic excited states in  1  and  2  were modulated by varying the arylamine donor strength and electronic coupling between D and A moieties. The presence of a large π-system (anthryl moiety) on boron enhances the electronic communication between donor arylamine and acceptor boryl moieties, and hence, both  1  and  2  exhibit delayed fluorescence characteristics in a broad range of temperatures (80–300 K). Single crystal X-ray analysis and temperature-dependent photophysical studies together with theoretical studies were carried out to rationalize the observed intriguing optical signatures of  1  and  2 .

frontiers in chemistry

Design, Synthesis, and Temperature-Driven Molecular Conformation-Dependent Delayed Fluorescence Characteristics of Dianthrylboron-Based Donor–Acceptor Systems