In non-coordinating solvents, borane was shown to be an efficient directing group for the stereoselective 1,2-addition of organolithium reagents to P-stereogenic N-phosphanylimines. Selectivity was reversed in coordinating solvents. This process can lead to novel ligand scaffolds for asymmetric catalysis.
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http://dx.doi.org/10.1039/c4cc09106j | DOI Listing |
J Org Chem
January 2025
College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.
We report the rapid synthesis of primary amides by directly using commercially available ammonia borane (NH·BH), sodium hexamethyldisilazide (NaHMDS), and esters. The success of this protocol relies on NH·BH as the nitrogen source being considerably more convenient and NaHMDS being an excellent proton abstractor but not participating in the nucleophilic addition reaction. The reaction had a wide substrate scope containing bioactive molecules, and most of the substrates were efficiently amidated over 90% yields.
View Article and Find Full Text PDFInorg Chem
January 2025
Institute of Chemistry, Université de Strasbourg, CNRS, Strasbourg 67000, France.
The present study details the synthesis and characterization of a robust, monomeric Al-H aluminate supported by a tridentate -phenolate ligand, isolated as [][Li(THF)] and [][N(Bu)] salts, which were then exploited as CO hydroboration catalysts. As initial reactivity studies, it was observed that the nucleophilic Al-H anion in [][C] (C = countercation [Li(THF)] or [N(Bu)]) reacts fast with CO, to afford the corresponding Al-formate complexes [][C], which were isolated and structurally characterized. Such anions were then exploited as potential CO reduction catalysts.
View Article and Find Full Text PDFOrg Lett
January 2025
Anhui Province Key Laboratory of Chemistry for Inorganic/Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei, Anhui 230601, China.
Boron compounds are widely employed in organic chemistry, pharmaceuticals, and materials science. Among them, borylated heterocycles serve as versatile synthons for the construction of new C-C or C-heteroatom bonds via coupling or radical processes. Such methods for direct C-H borylation reactions are of high synthetic value to reduce the number of synthetic steps and the amount of waste and to improve efficiency.
View Article and Find Full Text PDFMolecules
December 2024
Department of Inorganic and Analytical Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, Germany.
Thermally activated delayed fluorescence (TADF) materials with high photoluminescence quantum yields and a fast reverse intersystem crossing (RISC) are of the highest interest for organic light-emitting diodes (OLEDs). In the past decade, triaryl boranes with multiple resonance effect (MR) have captured significant attention. The efficiency of MR-TADF emitters strongly depends on small singlet-triplet energy gaps (ΔE), but also on large reverse intersystem crossing (RISC) rate constants (k).
View Article and Find Full Text PDFJ Colloid Interface Sci
April 2025
School of Materials Science and Engineering, Tianjin Key Laboratory of Materials Laminating Fabrication and Interface Control Technology, Hebei University of Technology, Tianjin 300130, China. Electronic address:
Ammonia borane (NHBH, AB) is considered a promising chemical hydrogen storage material. The development of efficient, stable, and economical catalysts for AB hydrolysis is essential for realizing the hydrogen energy economy. In this study, a series of p-p heterojunction catalysts, labeled M (P/S/Cl)-CuCoO, were fabricated using the high-temperature vapor phase method to achieve anionic interface gradient doping.
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