Synthesis, Post‐Modification and Fluorescence Properties of Boron Diketonate Complexes

Abstract

A family of fluorescent dyes based on a boron diketonate core with extended conjugation has been prepared by a three‐step strategy. The complexes are fluorescent both in solution and in the solid state, with a large Stokes' shift. A free phenol group can be used to further modify the compounds with no loss of emission efficiency.

Recent progress of optical functional nanomaterials based on organoboron complexes with β-diketonate, ketoiminate and diiminate

“…Various types of asymmetric complexes and tunable emissions have been reported. [24][25][26][27][28][29][30][31][32][33][34] Emission colors can be modulated both in the solution and in solid states. In addition, a photo-responsive ketoiminate was obtained using a dithienylethene unit.…”

Boroquinol Complexes with Fused Extended Aromatic Backbones: Synthesis and Optical Properties

“…[1c, 2] The optical properties of BODIPYs can be modified by attaching various substituents to the conjugated backbone. [1a, 3] A large varietyo fB ODIPY derivatives [4] and relateds ystems with N,N-, [1e, 5] O,O-, [6] and N,O-chelating [1e, 7] bidentate ligandsf or four-coordinate fluorescent boron complexes have been introduced and broadened the potential fields of application. Due to the ease of preparation and their excellent optical properties, boranils ( Figure 1) with bidentate N,O-chelating ligands stand out from this vast amount of different groups.…”

“…With much lower acid concentrationt he amount of dearylation product 6a as well as the formation of desired phenanthridine 4a was diminished:A na cid concentration of 1vol% led to low conversions to 4a (25 %; Table 1, entry 4). To suppress the oxidation pathway, the reactions were performed with variousa cid concentrationsu nder argon atmosphere ( Table 1, entries [5][6][7][8][9]. With acidc oncentrationsa sh igh as 50 vol %, the dearylated product 6a becomes the main prod-Scheme1.Reactionof2-aminobiaryl 1a with aldehydes 2 or 3 under various conditions( see Ta ble 1).…”

Fluorescent Light‐up Probe for the Detection of Protein Aggregates

“…However, certain dyes present the opposite behavior, i.e., they are poorly emissive in dilute solution and become highly emissive when they crystallize or aggregate, a phenomenon known as Aggregation‐Induced Emission (AIE) or Aggregation‐Induced Emission Enhancement (AIEE) . This should not be mistaken with the observation of phosphorescence instead of fluorescence, or with the formation of J ‐aggregates …”

“…[7][8][9][10] This should not be mistaken with the observation of phosphorescence instead of fluorescence, [11,12] or with the formation of J-aggregates. [13,14] Recently,p robesw ith AIE and AIEE behavior have been developed and applied to biological imaging using fluorescence microscopy. [15,16] These dyes are usually non-emissive in dilute solution,d ue to non-radiativer elaxation channels,s uch as internalr otations, but become highly emissive when the rotational vibrations are restricted, for example when the dye crystallizeso rp recipitates, when it is in af rozens olution or when it interacts with biomolecules through the formation of inclusion complexes or supramolecular entities.…”