1567979-48-9Relevant academic research and scientific papers
Triarylborane-dipyrromethane conjugates bearing dual receptor sites: The synthesis and evaluation of the anion binding site preference
Swamy P., Chinna Ayya,Priyanka, Ragam N.,Thilagar, Pakkirisamy
, p. 4067 - 4075 (2014/03/21)
The synthesis and optical properties of four new triarylborane- dipyrromethane (TAB-DPM) conjugates (3a-d) containing dual binding sites (hydrogen bond donor and Lewis acid) have been reported. The new compounds exhibit a selective fluorogenic response towards the F- ion. The NMR titrations show that the anions bind to the TAB-DPM conjugates via the Lewis acidic triarylborane centre in preference to the hydrogen bond donor (dipyrromethane) units.
Multichannel-emissive V-shaped boryl-BODIPY dyads: Synthesis, structure, and remarkably diverse response toward fluoride
Swamy P, Chinna Ayya,Mukherjee, Sanjoy,Thilagar, Pakkirisamy
, p. 4813 - 4823 (2014/06/09)
Three new V-shaped boryl-BODIPY dyads (1-3) were synthesized and structurally characterized. Compounds 1-3 are structurally close molecular siblings differing only in the number of methyl substituents on the BODIPY moiety that were found to play a major role in determining their photophysical behavior. The dyads show rare forms of multiple-channel emission characteristics arising from different extents of electronic energy transfer (EET) processes between the two covalently linked fluorescent chromophores (borane and BODIPY units). Insights into the origin and nature of their emission behavior were gained from comparison with closely related model molecular systems and related photophysical investigations. Because of the presence of the Lewis acidic triarylborane moiety, the dyads function as highly selective and sensitive fluoride sensors with vastly different response behaviors. When fluoride binds to the tricoordinate borane center, dyad 1 shows gradual quenching of its BODIPY-dominated emission due to the ceasing of the (borane to BODIPY) EET process. Dyad 2 shows a ratiometric fluorescence response for fluoride ions. Dyad 3 forms fluoride-induced nanoaggregates that result in fast and effective quenching of its fluorescence intensity just for ～0.3 ppm of analyte (i.e., 0.1 equiv ≡ 0.26 ppm of fluoride). The small structural alterations in these three structurally close dyads (1-3) result in exceptionally versatile and unique photophysical behaviors and remarkably diverse responses toward a single analyte, i.e., fluoride ion.
