Selective Manipulation of ICT and PET Processes in Styryl-Bodipy Derivatives: Applications in Molecular Logic and Fluorescence Sensing of Metal Ions

Abstract

Remarkably versatile chemistry of Bodipy dyes allows the design and straightforward synthesis of multivalent-multitopic derivatives, which, with judicious selection of metal ion-ligand pairs based on known affinities, affords control and manipulation of photoinduced electron transfer and internal charge transfer processes as desired. We have demonstrated that metal ions acting as modulators (or inputs, in digital design parlance) can generate absorbance changes in accordance with the operation of a halfadder. In addition, an AND logic gate in the emission mode was delivered using a different binucleating arrangement of ligands. A molecular equivalent of a three-input AND logic gate was also obtained exploiting differential binding affinities of metal ions for different ligands. The results suggest that different metal ions can be used as nonannihilating inputs, selectively targeting various ligands incorporated within a single fluorophore, and with careful design, diverse photophysical processes can be selectively modulated, resulting in a range of signals, useful in molecular logic design, and offering an enticing potential for multianalyte chemosensors.

Strongly Emissive and Photostable Four‐Coordinate Organoboron N,C Chelates and Their Use in Fluorescence Microscopy

“…[1][2][3][4] The structural scope includes N,O-and N,Nchelates with five-and six-membered rings as most common binding motifs [3,5] as well as bi-nuclear boron complexes. [6] Prominent examples are boron 8-hydroxyquinolinate complexes, [7,8] boron dipyrromethene (Bodipy) dyes, [9][10][11] boranils, [12,13] and boron iminocoumarins (Boricos).…”

DNA biomolecular-electronic encoder and decoder devices constructed by multiplex biosensors

“…[12][13][14][15] In the decade since Adleman's invention, reports have been made of a wide and diverse range of DNA logic devices. [16][17][18][19][20][21][22] Winfree, Stojanovic, Willner, Katz and their co-workers have, for example, developed optically reported 'AND' , 'OR' and 'SET-RESET' logic gate operations. 7,[23][24][25][26][27][28][29][30][31] Although the above examples serve as promising proofs of principle (see also refs [27][28][29][30][31][32][33][34][35], it remains necessary to create complex, multicomponent devices on a single biomolecular platform to achieve increased computational complexity and develop realistic DNAbased information processing systems.…”

Quantitative Structure‐Fluorescence Property Relationship Analysis of a Large BODIPY Library

“…4-aminostyryl BODIPYs are known to observe strongly solvent and pH dependent fluorescence emission. [60,62,63] As elaborated by Baruah et al [60] their emission maximum shifts to longer wavelengths in going from nonpolar to polar solvents while the absorption maximum is mostly unaffected by different solvents. This results in strongly solvent dependent Stokes shifts.…”