A highly fluorescent bora[6]helicene exhibiting circularly polarized light emission

Abstract

Heteroatom-doped helicenes have attracted great research interest due to their inherent chirality enabling fascinating new applications. Herein we present our successful synthesis of 19c-boratribenzo[bc,ef,hi][6]helicene, the hitherto longest and first configurationally...

Synthesis of a helical boron-doped PAH by post-functionalization of 3,9-diboraperylene

“…In our case, these effects were more pronounced, which recommends the herein presented two-fold Friedel–Crafts cyclization as an excellent strategy towards extended configurationally stable helical doubly boron-doped PAHs with promising solid-state and chiroptical properties. 54–56 We anticipate that the newly synthesized boron-doped PAHs would potentially be useful as n-type semiconductors with emission properties 57 or for complexation with Lewis bases for chiral CT complexes. 34…”

Boron-containing helicenes as new generation of chiral materials: opportunities and challenges of leaving the flatland

“…It is reasonable to expect that the Φ FL will be reduced, as in the case of other types of helicenes, although in a single case of configurationally stable B-doped helicene 103, a high Φ FL has been retained. 44 Another problem in some applications may be high Lewis acidity of these compounds and undesirable interactions with other components. As shown by Wagner, 91 even the measurements of emission in (weakly) coordinating solvents can lead to a decrease or a complete quenching of their emission.…”

“…Only recently, the very first configurationally stable derivative belonging to this subclass of boron helicenes has been published. 44 …”

Synthesis and resolution of multi-chiral carbonyl-N embedded hetero[7]helicenes for efficient circularly polarized luminescence

“…7 A feasible approach to improve the Φ PL and manipulate the photophysical properties of helicenes is constructing heterohelicenes by incorporating heteroatoms and non-hexagonal rings into the helicene framework. 8…”