99481-81-9Relevant academic research and scientific papers
Visible-Light-Promoted Metal-Free Synthesis of (Hetero)Aromatic Nitriles from C(sp3)?H Bonds**
Murugesan, Kathiravan,Donabauer, Karsten,K?nig, Burkhard
supporting information, p. 2439 - 2445 (2020/12/07)
The metal-free activation of C(sp3)?H bonds to value-added products is of paramount importance in organic synthesis. We report the use of the commercially available organic dye 2,4,6-triphenylpyrylium tetrafluoroborate (TPP) for the conversion of methylarenes to the corresponding aryl nitriles via a photocatalytic process. Applying this methodology, a variety of cyanobenzenes have been synthesized in good to excellent yield under metal- and cyanide-free conditions. We demonstrate the scope of the method with over 50 examples including late-stage functionalization of drug molecules (celecoxib) and complex structures such as l-menthol, amino acids, and cholesterol derivatives. Furthermore, the presented synthetic protocol is applicable for gram-scale reactions. In addition to methylarenes, selected examples for the cyanation of aldehydes, alcohols and oximes are demonstrated as well. Detailed mechanistic investigations have been carried out using time-resolved luminescence quenching studies, control experiments, and NMR spectroscopy as well as kinetic studies, all supporting the proposed catalytic cycle.
Grinding-induced functionalization of carbon-encapsulated iron nanoparticles
Kasprzak, Artur,Bystrzejewski, Micha?,Koszytkowska-Stawinska, Mariola,Poplawska, Magdalena
supporting information, p. 3510 - 3514 (2017/08/15)
Covalent functionalization of carbon-encapsulated iron nanoparticles based on the grinding-induced 1,3-cycloaddition reaction of nitrile oxides is presented. We report an easy to perform, fast and efficient method for the direct introduction of various ty
Zinc(II) complexes with dangling functional organic groups
Yang, Jingxia,Puchberger, Michael,Qian, Renzhe,Maurer, Christian,Schubert, Ulrich
, p. 4294 - 4300 (2013/01/14)
Zinc(II) complexes with dangling functional organic groups were synthesized by reaction of zinc acetate with a series of bifunctional p-substituted benzene derivatives (a combination of carboxylate, oximate, amino, β-ketoimine, and salicylaldime groups).
