Schiff Base Route to Stackable Pseudo-Triphenylenes:  Stereoelectronic Control of Assembly and Luminescence

Abstract

Tandem tautomerization-trapping of isomeric mixtures of tris(N-salicylideneamine)s facilitated access to a new class of discotic molecules that are geometrically analogous to 2,6,10-trisubstituted triphenylenes. The shape and electrostatic complementarity associated with the molecular C3 symmetry assists cofacial stacking of pi-faces to afford either infinite one-dimensional columns or discrete dimeric capsules. Structural reinforcement achieved by such interlocked geometry resulted in significant fluorescence enhancement upon aggregation in solution, as determined by dynamic light scattering and fluorescence spectroscopy.

Tuning of the colour and chemical stability of model boranils: a strong effect of structural modifications

“…17,18 There is a wide variety of available structures, but among them borinic complexes with (O,N)-chelating ligands have been extensively studied, presumably due to their relatively high (in most cases) stability. 22,23 According to the review article by Rao et al, 3 the key role of the boron atom is to stabilize an anionic chelating (O,N)ligand, which is consistent with the lowering of the LUMO level. However, access to many functionalized Q ligands is challenging, which significantly limits the synthetic potential of this group of complexes.…”

Effect of axial anthracene ligands on the luminescence of trinickel molecular wires

“…It has been noted that in general aggregation in the solid state causes undesirable red shifts in the emission spectra and/or emission quenching [28]. It is also known that interstitial solvent molecules can also quench emissions [29]. Because there are toluene molecules between layers in crystals of 1 having distances as short as 2.799 Å this may also contribute to the decrease in luminescence.…”

Synthesis and Optical Properties of Salicylaldimine‐Based Diboron Complexes

“…[43][44][45][46] Schiff base boron compounds ( Figure 1, C) are yet another type of four-coordinate boron complex that has gained interest owing to their greater stability than tricoordinate boron compounds. [15,18,24,[47][48][49][50] For example, Ziessel, Ulrich, and co-workers reported the synthesis and optical properties of Boranil complexes. [47] Ziessel and Ulrich are also credited for expanding the scope of the Boranil complexes in a model labeling experiment with bovine serum albumin.…”