Λ-shaped optoelectronic materials based on Tröger’s base

Abstract

Tröger's base (TB) is a well-known chiral molecule with rigid concave shape that makes it applicable in different areas such as superamolecular chemistry, molecular recognition, biological labeling, and so on. In this article, we briefly summarize some recent research progress in the optoelectronic properties of novel TB analogues and their applications in optoelectronic field with emphasis on the developments achieved in our group.

Crystal structure of 1,1′-diformyl-4,4′-(6H,12H-5,11-methano-dibenzo[b,f][11,5]diazocine-2,8-diyl)dibenzene, C29H22N2O2

“…Since then, various of TB derivatives were synthesized and applied in the eld of molecular recognition [2], chiral ligands [3][4][5], DNA probes [6,7], stereo selective catalysis [8][9][10][11][12], drug development [13,14], CO 2 capture [15,16], bioorganic chemistry [17][18][19], electroluminescent materials [20,21] and supra molecular chemistry [22] in the last two decades. Their wide range of applications is based on their huge rigidity, V-shaped twisted con guration, N-central chirality and C 2 -symmetry.…”

Prevention of postoperative adhesion formation by individual and combined administration of 4 per cent icodextrin and dimetindene maleate (Br J Surg 2009; 96: 1476–1483)

“…Incipient applications of TB analogues as optical and optoelectronic materials have been reported in recent years and were recently reviewed by Yuan and co‐workers 121. The bis‐pyridinium‐derived TB analogue 112 (Figure 33) exhibits aggregation‐induced light emission in the solid state but is virtually non‐emissive in solution, a feature not observed in a planar counterpart 122.…”

An acidic pH fluorescent probe based on Tröger's base

“…Tröger's base (TB), 24 rst synthesized in 1887, has gained steady interest in recent years because of its C2 symmetry, chirality, and rigid concave shape. 25,26 Our recent work indicated pyridinium salts based on TB display a special aggregationinduced emission (AIE) property that it is non-emissive in solution but exhibit strong uorescence in solid state. 27,28 In addition, N-heterocyclic derivatives are ideal substances for use as hydronium ion indicators owing to the high sensitivity and the exceptionally rapid rates of proto transfer occurring in acidbase equilibrium process.…”