Dual emissive borane–BODIPY dyads: molecular conformation control over electronic properties and fluorescence response towards fluoride ions

Abstract

Facile synthesis of two new dimesitylboryl appended BODIPYs is reported. The two dyads have similar fluorescent chromophores but differ in their molecular conformations. They exhibit dual fluorescence, intramolecular energy transfer between boryl and BODIPY chromophores and different fluorescence responses (emission enhancement and quenching) upon fluoride binding.

Strategically Modulating Carriers and Excitons for Efficient and Stable Ultrapure‐Green Fluorescent OLEDs with a Sterically Hindered BODIPY Dopant

“…The CFD was prepared by the condensation reaction of 4,4′′‐di‐ tert ‐butyl‐[1,1′:3′,1′′‐terphenyl]‐5′‐carbaldehyde and 2,4‐dimethylpyrrole, followed by oxidation with 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ) and subsequent addition of Et 3 N and BF 3 as illustrated in Figure a. [ 20 ] The structure of tPhBODIPY was confirmed by NMR ( 1 H, 13 C), mass spectrometry (MALDI‐TOF) and elemental analysis. The single crystal of tPhBODIPY was also obtained and the structure is depicted in Figure 2b.…”

Synthesis of Novel Pyrazolines, Their Boron–Fluorine Complexes, and Investigation of Antibacterial, Antioxidant, and Enzyme Inhibition Activities

“…Preparations of boron-fluorine complexes of pyrazolines (BOAPPY, 7-9) and 1,2 0 -diazaflavone (BODAF, 11) were accomplished by reaction of new 3,5-disubstituted-2-pyrazolines (4-6) and diazaflavone (10) with BF 3 .Et 2 O under inert and basic conditions according to previously reported procedure [37][38][39][40][41][42][43][44][45][46] shown in Scheme 1. Changing of chemical shifts in the 1 H NMR, physical properties and new occurred -NHpeaks near at d 7.4 ppm in 1 H NMR and very strong B-N ($1100 cm À1 ) and strong B-F ($760 cm À1 ) IR-absorption bands also supported the formation of organic boron-fluorine complexes.…”

“…The synthesis and characterizations of boradiazaindacene (BODIPY) core containing compounds and boron 2-(2 0 -pyridiyl)imidazole complexes (BOPIM) have gained great interest over the last 3 decades considering their extensive use in different applications of science and technology [37][38][39][40][41][42][43][44][45][46].…”

Approach to modulate the sensing range of molecular transducers

“…The challenge is even more daunting for the smallest anion fluoride, albeit receptors have been developed for this anion too [25]. The receptors contain porphyrin [26], quaternary ammonium [27], pyridinium [28], pyrroles [29], sulfonamides [30], imides [31,32], urea [33,34], thiourea [35,36], and organoboron compounds [37][38][39][40][41][42][43][44]. These receptors are usually synthesized by multi step organic reactions to achieve the desired selectivity.…”