Synthesis and Characterization of Boron Complexes of Imidazo[1,5-a]pyridylalkyl Alcohols

Abstract

Imidazo[1,5-a]pyridin-1-ylalkyl alcohols were reacted with diphenylborinic acid to give boron complexes in which nitrogen and oxygen atoms were coordinated to a boron atom. The use of imidazo[1,5-a]pyridin-1-ylalkyl alcohol with two 2-pyridyl groups also gave a boron complex, but the nitrogen atom in a 2-pyridyl group, rather than that in an imidazopyridyl group, was coordinated to the boron atom. The molecular structures of these complexes were revealed by X-ray analyses. The fluorescence spectra of the complexes were generally observed at wavelengths shorter than those for the starting materials and well-known boron complexes of 8-hydroxyquinolines.

Synthesis of Dimeric Imidazo[1, 5‐a]pyridines and Their Photophysical Properties

“…These products showed fluorescence in a wavelength range of 454–524 nm in chloroform. They also reported the synthesis of boron complexes of imidazo[1, 5‐ a ]pyridylalkyl alcohols, which showed blue fluorescence in solid state as well as in solution, by the reaction of imidazo[1, 5‐ a ]pyridin‐1‐ylalkyl alcohols with diphenylborinic acid . Li and co‐workers also reported the synthesis and photophysical property of a series of boron complexes consisted of imidazo[1, 5‐ a ]pyridine and BODIPY moieties .…”

Rhodium(I) and iridium(I) imidazo[1,5-a]pyridine-1-ylalkylalkoxy complexes: Synthesis, characterization and application as catalysts for hydrosilylation of alkynes

“…One of characteristic features of imidazo [1,5-a]pyridines is that a range of substituents can be introduced to a to six carbon atoms within the ring, and this enables us to finely tune the electronic and steric circumstances of the ring. In this regard, we recently developed imidazo [1,5-a]pyridyl-based N^O ligands for the first time [5] and tested their ability to coordinate to main group elements such as a boron atom [6]. We report herein the preparation and characterization of the first transition metal complexes of imidazo [1,5,-a] pyridine-1-ylalkylalcohols with Rh(I) and Ir(I) metals.…”

3‐(Pyridin‐2‐yl)imidazo[1,5‐a]pyridine (Pyridylindolizine) as Ligand in Complexes of Transition and Main‐Group Metals

“…[9] Shortly after the publication of our work in the preparation of Py-indz mediated by manganese, the preparation of substituted 1-pyridineimidazo[1,5-a]pyridine ligands was reported. [10] There are only a few examples of the use of 3-(pyridin-2-yl)imidazo[1,5-a]pyridines as ligands in Cu II , [11] Ni II , [12] V V , [13] Ir III , [14] and Re I complexes, [15] or analogues of Cd II , [16] to prepare boron complexes [17] or involved in a catalytic process to synthesize N-heterocycles. [18] Some related derivatives of 3-(pyridin-2-yl)imidazo[1,2-a]pyridine have been used in situ to regulate the metal-induced aggregation of amyloid-β.…”