Two-photon excitable boron complex based on tridentate imidazo[1,5-a]pyridine ligand for heavy-atom-free mitochondria-targeted photodynamic therapy

Abstract

We have synthesized a cyan fluorescent boron complex based on a tridentate imidazo[1,5-a]pyridine ligand.

Long-Alkyl Chain Functionalized Imidazo[1,5-a]pyridine Derivatives as Blue Emissive Dyes

“…Elemental analyses were obtained with a Perkin-Elmer CHN Analyzer 2400 Series II. NMR spectra were recorded with an AVANCE 400 Bruker spectrometer operating at 400 MHz for 1 H NMR and 100 MHz for 13 C{ 1 H} NMR. Chemical shifts are given as δ values in ppm relative to residual solvent peaks as the internal reference.…”

“…C3: mp: 217 1 H NMR (400 MHz, CDCl 3 , 298 K, J [Hz]): δ = 8.42 (d, J = 7.3, 1H), 7.66 (d, J = 7.8, 1H), 7.44 (d, J = 9.1, 1H), 7.18 (t, J = 7.1, 1H), 7.14 (d, J = 7.5, 1H), 6.89 (t, J = 7.0, 1H), 6.69 (m, 1H), 6.52 (t, J = 7.2, 1H), 2.89 (t, J = 7.5, 2H), 1.80 (m, 2H), 1.42-1.30 (m, 4H), 0.90 (t, J = 7.0, 3H). 13 6.96 (t, J = 7.5, 1H), 6.71 (m, 1H), 6.62 (t, J = 6.7, 1H), 2.91 (t, J = 7.5, 2H), 1.80 (m, 2H), 1.45-1.12 (m, 14H), 0.87 (t, J = 6.6, 3H). 13…”

“…13 6.96 (t, J = 7.5, 1H), 6.71 (m, 1H), 6.62 (t, J = 6.7, 1H), 2.91 (t, J = 7.5, 2H), 1.80 (m, 2H), 1.45-1.12 (m, 14H), 0.87 (t, J = 6.6, 3H). 13…”

“…This allows us to obtain luminescent coordination compounds that can, in principle, be used in the fabrication of optoelectronic devices, such as Organic Light Emitting Diodes (OLEDs). These ligands, depending on the substituent on the main core, can bind the coordination center in various ways, starting from bidentate ligands [12], to tridentate [13] and even tetradentate [14] (Figure 1). [1,5-a]pyridine derivatives: bidentate (Ref.…”

Synthesis of Lewis adduct-based indenophenanthridine and study of its tunable optoelectronic properties toward an amine sensor

“…6–8 Many novel fluorophores have been developed featuring boron complexes with an aim to curb most of the above-mentioned limitations, thereby enabling control over the optical properties with higher efficiency and precision. 9,10 BODIPY materials generally do not exhibit solid-state emission, on account of their π–π interaction, unless the symmetrical structure is perturbed. The incorporation of bulky substituents or tuning the aggregation properties in BODIPY scaffolds induces an expansion of their π-conjugation, thereby imparting the molecules with unique optical behaviors.…”