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Updated: Jun 11, 2025

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Preparation, Structure, Reactivity, Lewis Acidic and Fluorescence Properties of Arylpyridine Based Boron C,N-Chelates
Karel Škoch1, Michaela Buziková1, Drahomír Hnyk1
1Institute of Inorganic Chemistry of Czech Academy of Sciences, Husinec-Řež 1001, 250 68, Czech Republic, Řež.
Abstract:
Herein, we present the preparation of a series of electronically and/or sterically distinct borenium-type species based on a simple 2-arylpyridine scaffold. Corresponding arylpyridine was firstly subjected to electrophilic borylation (BBr3/i-Pr2NEt) and formed BBr2 chelate was reduced with LiAlH4 to yield arylpyridine boron dihydride. Elimination of one hydride led to Lewis acidic borenium-like products. Four methods of hydride elimination were evaluated and influence of counterions on reactivity, Lewis acidic and luminescent properties was assessed both experimentally and computationally. Arylpyridine chelates featuring weakly coordinating counterions exhibit fluorescent properties upon UV irradiation. Several general trends were inferred to modulate emission wavelength and fluorescence quantum yield. Based on our observations, we have devised and prepared borenium-type fluorophores with yellow-green fluorescence and quantum yields up to 93 %.
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