Tailoring the nonlinear absorption of fluorescent dyes by substitution at a boron center

Abstract

The tuning of the spectroscopic signatures of boron-carrying fluorescent dyes by subtle chemical modifications is achieved. In more details, we propose a new series of compounds incorporating up to three...

Unveiling Halogen-Bonding Interactions between a Pyridine-Functionalized Fluoroborate Dye and Perfluorohaloarenes with Fluorescence Spectroscopy

“…The synthesis of D was carried out in a similar way to dyes presented in a previous publication by some of the present authors. 39 The procedure is described in the Methods and Protocols , but we want to emphasize that unlike in other studies aiming at characterizing XB interactions in solutions based on absorption and emission, we used a non-competitive environment without any additional solvent. Furthermore, all spectra reported here were recorded in solvents freshly distilled under a nitrogen atmosphere.…”

In Silico Screening of Two‐Photon Absorption Properties of a Large Set of Bis‐Difluoroborate Dyes

“…Additionally, the presence of BF 2 ‐group also increases significantly 2PA cross‐section as demonstrated by comparisons between BF 2 ‐dyes and its precursor [51] . Moreover, the 2PA properties of BF 2 ‐containing dyes can be tuned by various synthetic strategies [52,53] . For the purpose of the present study we designed three different series of dyes ( A , B , and C see Figure 1) containing the difluoroborate electron‐withdrawing moiety.…”

“…[51] Moreover, the 2PA properties of BF 2 -containing dyes can be tuned by various synthetic strategies. [52,53] For the purpose of the present study we designed three different series of dyes (A, B, and C see Figure 1) containing the difluoroborate electronwithdrawing moiety. Previously, some of us showed that structure similar to series A might yield quite large s 2PA .…”

“…Indeed, the bisamide, which is the mid-product in the synthesis of BF 2 -dyes, was obtained during studies of other members of the borate family. [53,55] In contrast, obtaining series B would need more investigations. The selective reduction of the C=C bond within the pyrimidine core may be a challenging task, as other double bonds are present within the linkers.…”

“…The stepwise synthesis of series A should be rather straightforward. Indeed, the bis‐amide, which is the mid‐product in the synthesis of BF 2 ‐dyes, was obtained during studies of other members of the borate family [53,55] . In contrast, obtaining series B would need more investigations.…”