Chanakarn Phansa

Molecular chirality can be exploited as a sensitive reporter of the nature of intra- and interchromophore interactions in π-conjugated systems. In this report, we designed an intramolecular singlet fission (iSF)-based pentacene dimer with an axially chiral binaphthyl bridge (2,2′-(2,2′-dimethoxy-[1,1′-binaphthalene]-3,3′-diyl) n-octyl-di-isopropyl silylethynyl dipentacene, BNBP) to utilize its chiroptical response as a marker of iSF chromophore–bridge–chromophore (SFC−β–SFC) interactions.

Highlights Refined magneto-optical experiment reveals a loss channel for triplet pair generation Excimer-like delayed photoluminescence in DPH crystal is a competitive loss channel Generation of the triplet pair is endothermic, while its dissociation is exothermic The bright trap state should be avoided in optimizing the singlet fission yield Summary The ultimate goal for singlet fission is that each photo-excited singlet exciton, S1, will result in two triplet excitons with unity yield.