Unprecedented metalated phosphonite boranes were prepared from PH-substituted precursors and silyl amides. Although potassium derivatives were thermally stable and could even be isolated and structurally characterised, lithiated analogues proved to be unstable towards self-condensation under cleavage of LiOR at ambient temperature. Reaction studies revealed that the metalated phosphonite boranes exhibit ambiphilic character. Their synthetic potential as nucleophilic building blocks was demonstrated in the synthesis of the first stannylated phosphonite representing a new structural motif in phosphine chemistry.
Download full-text PDF |
Source |
---|---|
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8048877 | PMC |
http://dx.doi.org/10.1002/chem.202005437 | DOI Listing |
J Org Chem
July 2023
Université Côte d'Azur, Institut de Chimie de Nice, Valrose Park, 06108 Nice Cedex 2, France.
Gold-catalyzed Prins-type cyclizations are interesting strategies for synthesizing complex molecules with excellent diastereoselectivity. We developed a novel and efficient system for such processes (13 examples, ≤89% yield) and reported the first enantioselective version of a gold-catalyzed Prins-type cyclization using a new chiral TADDOL-based Au(I) phosphonite complex. After crystallization, highly enantiomerically enriched products were obtained with >99% ee.
View Article and Find Full Text PDFChemistry
March 2021
Institut für Anorganische Chemie, University of Stuttgart, Pfaffenwaldring 55, 70550, Stuttgart, Germany.
Unprecedented metalated phosphonite boranes were prepared from PH-substituted precursors and silyl amides. Although potassium derivatives were thermally stable and could even be isolated and structurally characterised, lithiated analogues proved to be unstable towards self-condensation under cleavage of LiOR at ambient temperature. Reaction studies revealed that the metalated phosphonite boranes exhibit ambiphilic character.
View Article and Find Full Text PDFMolecules
February 2020
Departamento de Química Orgánica e Inorgánica-IUQOEM (Unidad Asociada al CSIC), Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Oviedo, E-33006 Oviedo, Principado de Asturias, Spain.
A family of complexes of the formula -[RuCl(L)(R-pybox)] (R-pybox = (,)-Pr-pybox, (,)-Ph-pybox, L = monodentate phosphonite, PPh(OR), and phosphinite, L = PPh(OR), ligands) were screened in the catalytic asymmetric transfer hydrogenation of acetophenone, observing a strong influence of the nature of both the R-pybox substituents and the L ligand in the process. The best results were obtained with complex -[RuCl{PPh(OEt)}{(,)-Ph-pybox}] (), which provided high conversion and enantioselectivity (up to 96% enantiomeric excess, ) for the reduction of a variety of aromatic ketones, affording the ()-benzylalcohols.
View Article and Find Full Text PDFChem Rec
August 2019
Department of Chemistry and Frontier Research Center on Fundamental and Applied Sciences of Matters, National Tsing Hua University, 101, Sec. 2, Kuang Fu Road, Hsinchu, 30013, Taiwan.
Ir(III) metal complexes and related emitters bearing all kind of cyclometalated chromophoric chelates and non-chromophoric ancillary are extensively studied during the past three decades. Many of them have been found to display bright room temperature phosphorescence from triplet excited states in both solution and solid states, offering a possible application in contemporary optoelectronic technologies, including organic light emitting diodes, electrochemiluminescence, biological imaging and chemical sensing. Among reported materials, there are Ir(III) complexes with at least one phosphorus (P)-containing ligand and/or ancillary chelate, together with cyclometalates or equivalents that are in control of the actual emission energy.
View Article and Find Full Text PDFMolecules
November 2015
Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud, Université Paris-Saclay, 1 Avenue de la Terrasse, 91198 Gif sur Yvette cedex, France.
The synthesis and characterization of P-chiral phosphonite-, phosphonate- and thiophosphonate-Au(I) complexes are reported. These novel ligands for Au(I) are based on glycomimetic phosphorus scaffolds, obtained from the chiral pool. The catalytic activities of these complexes are shown in the cyclization of allenols and the hydroamination of 2-(2-propynyl)aniline combined with an organocatalyzed reduction to the corresponding 2-phenyl tetrahydroquinoline.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!