Synthesis of BF₂ Complexes of Prodigiosin Type Oligopyrroles

Abstract

We developed a simple, facile route for the synthesis of BF(2) complexes of prodigiosin type oligopyrroles and their cholesterol conjugates. This route gives an access to synthesize any desired meso-aryl-substituted 3-pyrrolyl BODIPYs which were not easily accessible earlier.

Fluorescent difluoroboron-curcumin analogs: An investigation of the electronic structures and photophysical properties

“…However most of the reported difluoroboron complexes show very small stokes shifts and hardly show any solid state fluorescence. In recent years new class difluoroboron complexes such as boron-diketonates [15][16][17], anilin imines (anils) and/or moieties containing b-iminoenolate ligands with improved properties as solid state fluorescence, sensitivity upon changes in polarity of the microenvironment and aggregation induced http fluorescence [4,15,[18][19][20][21][22] have been developed. The difluoroboron complex of curcumin was initially developed with increased stability and inhibitory potency against HIV protease [23].…”

“…The BODIPYs and the other 1,3-diketonates are well studied by DFT and TD-DFT methods for the better understanding of the molecular properties at ground and excited states [17,18,31]. Reports on the theoretical study of the difluoroboron curcumin analogs and their photophysical properties are elusive.…”

Strongly Coupled Oxasmaragdyrin–BF2 Chelated Dipyrrin Dyads: Syntheses, X‐ray Structure, Ground‐ and Excited‐State Charge‐Transfer Interactions

“…[73][74][75] In this regard, we recently reported the facile synthesis of 3-pyrrolyl BODIPYs (pyrBODIPY)i nw hicht he spectrala nd electrochemical studies showedt hat the presence of pyrrolyl group at the a-position of BODIPY significantly alters the electronic properties. [76] In addition, the appended pyrrole ring on the BODIPY is easy to functionalize and the functionalized 3-pyrrolyl BODIPYsc an be used as synthons to prepares everal interesting fluorescent compounds with variety of applications.…”

Merging Triptycene, BODIPY and Porphyrin Chemistry: Synthesis and Properties of Mono‐ and Trisubstituted Triptycene Dye Arrays

“…Compound 4 was again used as the key building block to synthesize another type of triptycene‐pyrrolyl BODIPY dye system using a two‐step, one‐pot reaction procedure reported by Rao et al 5‐(2‐Triptycenyl)dipyrromethane 4 was oxidized with DDQ at room temperature for 30 min. The resulting dipyrromethene, without isolation, was treated with 1 equiv.…”