Efficient electron transporting and panchromatic absorbing FRET cassettes based on aza-BODIPY and perylenediimide towards multiple metal FRET-Off sensing and ratiometric temperature sensing

Abstract

Multichromophoric triads 1 and 2 based on aza-BODIPY as central chromophore and bay-substituted (tetrachloro- and tetraphenoxy-)perylenediimides (PDI) as peripheral chromophores have been designed and synthesized that are panchromatic absorbers and...

Unravelling the excited state dynamics of monofunctionalized mono- and distyryl-BODIPY and perylenediimide dyads

“…Accordingly, a large class of multichromophoric donor-acceptor systems have been designed and their dynamics of energy/electron transfer have been probed in the context of biomimetic photosynthetic systems and also optoelectronic applications. [9][10][11][12] BODIPY dyes with their synthetic versatility, high absorption coefficient, absorption in the visible region (350-650 nm), thermal and photochemical stability and high charge carrier mobility are ideal candidates for artificial LH systems. 13 The efficiency of light-harvesting can be enhanced by harnessing excitonic coupling among the chromophores, which has been recently reported for cyclic BODIPY derivatives.…”

Multi-stimuli programmable FRET based RGB absorbing antennae towards ratiometric temperature, pH and multiple metal ion sensing

“…We recently reported that the aza-BODIPY moiety in FRET cassettes undergo a redox transformation in the presence of Fe 3+ and Co 2+ that leads to the depletion of its absorption band due to radical cation/anion generation leading to a ratiometric FRET turn-off sensing behavior. 68 …”

“…Previously we have elucidated that the sensing of Co 2+ and Fe 3+ sensing by aza-BODIPY is a redox-driven process. 68 The same rationale can be applied to Co 2+ , since it can readily adopt +2 or +3 states and can therefore participate in charge transfer processes to or from aza-BODIPY. The plausible mechanism for Co 2+ /Fe 3+ ions sensing is provided in the ESI.…”

“…We recently reported that the aza-BODIPY moiety in FRET cassettes undergo a redox transformation in the presence of Fe 3+ and Co 2+ that leads to the depletion of its absorption band due to radical cation/anion generation leading to a ratiometric FRET turn-off sensing behavior. 68 Different metal ions such as Ag + , Na + , K + , Li + , Mg 2+ , Ba 2+ , Mn 2+ , Ni 2+ , Pb 2+ , Co 2+ , Cu 2+ , Fe 2+ , Zn 2+ , Cd 2+ , and Al 3+ were added to a solution of RGB antenna 1 in THF and the absorption and emission spectra were recorded (Fig. S26 and S27 ‡).…”

Design of Promising aza-BODIPYs for Bioimaging and Sensing

“…However, the chemistry of BODIPY is actively devel oping, and every year, new compounds and groups of substances appear that are appli cable to solve problems in medicine [23], sensorics, including biosensorics [24], and in the design of new optical energy converters [25][26][27]. The list of measured parameters is exten sive and includes temperature [28], the viscosity [29] of intracellular and intercellular flu ids, the shape and volume of organelles [30], the presence of heavy metal ions [31], and the acidity of the medium [32]. The study of these parameters is closely connected with solvent polarity and dye solvatochromism [33][34][35][36][37].…”