Search results for "coupling reaction"
showing 10 items of 115 documents
Bis(N-substituted oxamate)palladate(ii) complexes as effective catalysts for sustainable Heck carbon–carbon coupling reactions in n-Bu4NBr as the sol…
2015
Five bis(oxamato)palladate(II) complexes of the formulae (n-Bu4N)2[Pd(4-Fpma)2] (1), (n-Bu4N)2[Pd(4-Clpma)2] (2), (n-Bu4N)2[Pd(4-Brpma)2] (3), (n-Bu4N)2[Pd(4-Brpma)2]·H2O (3a), (n-Bu4N)2[Pd(4-MeOpma)2] (4) and (n-Bu4N)2[Pd(4-Isopma)2] (5) (n-Bu4N+ = tetra-n-butylammonium, 4-Fpma = N-4-fluorophenyloxamate, 4-Clpma = N-4-chlorophenyloxamate, 4-Brpma = N-4-bromophenyloxamate, 4-MeOpma = N-4-methoxyphenyloxamate and 4-isopma = N-4-isopropylphenyloxamate) have been easily prepared and characterized by spectroscopic methods and the crystal structures of two of them (3a and 4) have been determined by single crystal X-ray diffraction. Each palladium(II) ion in 3a and 4 is four-coordinate with two o…
Outstandingly robust anodic dehydrogenative aniline coupling reaction
2020
Abstract Oxidative treatment of anilines usually leads to the formation of black polymers, often referred to as “aniline black”. This over-oxidation is hardly controllable and also a challenging task in the anodic conversion of anilines. Here, a quick and efficient access to valuable building blocks by anodic cross- and homo-coupling of aniline and benzidine derivatives is reported. This electrosynthesis is easily performed in a simple undivided cell using constant current conditions. The key to the observed outstanding performance and robustness of this system is attributed to the used solvent 1,1,1,3,3,3-hexafluoroisopropanol. The extraordinary performance over a broad range of current de…
Capping α-Cyclodextrin with Cyclotriveratrylene by Triple Disulfide-Bridge Formation
2013
Disulfide-bond formation is an expeditious coupling reaction to make macropolycyclic symmetrical receptors. It is used here for the preparation of unsymmetrical cavitands based on α-cyclodextrin (α-CDX) and cyclotriveratrylene (CTV) analogues. Accordingly, diastereomeric hemicryptophanes 2a and 2b were obtained in 11 % isolated yield by the iodine oxidation of a 1:1 mixture of racemic cyclotrithiophenolene (3) and the C3-symmetric trithiol derivative of permethylated α-cyclodextrin (PM α-CDX) 4. Remarkably, the target hemicryptophanes were obtained in a 5:3 diastereomeric ratio. The reaction produced mainly (34 %) a singly disulfide-bridged PM α-CDX dimer 7, however no traces of triply disu…
C-Glycosyl amino acids through hydroboration-cross-coupling of exo-glycals and their application in automated solid-phase synthesis.
2013
O-Glycosylation is one of the most important post-translational modifications of proteins. The attachment of carbohydrates to the peptide backbone influences the conformation as well as the solubility of the conjugates and can even be essential for binding to specific ligands in cell-cell interactions or for active transport over membranes. This makes glycopeptides an interesting class of compounds for medical applications. To enhance the long-term availability of these molecules in vivo, the stabilization of the glycosidic bond between the amino acid residue and the carbohydrate is of interest. The described modular approach affords β-linked C-glycosyl amino acids by a sequence of Petasis …
Carbon nitride as photocatalyst in organic selective transformations
2020
Abstract Graphitic carbon nitride (g-C3N4) is a metal-free conjugated polymer which has become a new research hotspot in photocatalysis. It can be used for solar energy exploitation like in solar energy organic synthesis, one of the most new and appealing green applications of heterogeneous photocatalysis. This chapter resumes the state-of-the-art and progresses in the application of heterogeneous visible light photocatalysis in organic selective transformations by using C3N4 as photocatalyst.
Functionalization of aliphatic polyesters by nitroxide radical coupling
2014
Functionalized poly(butylene succinate) (PBS) samples were prepared by a post-polymerization method based on the coupling reaction between TEMPO derivatives bearing different functionalities and PBS macroradicals generated by H-abstraction using a peroxide. 4-Benzoyloxy-2,2,6,6-tetramethylpiperidine-1- oxyl (BzO-TEMPO) and 4-(1-naphthoate)-2,2,6,6-tetramethylpiperidine-1-oxyl (NfO-TEMPO), a pro-fluorescent nitroxide, were successfully grafted on PBS, as revealed by MALDI TOF MS and UV-Vis spectroscopy. The functionalization degrees were accurately determined by UV-Vis analysis and confirmed by 1H-NMR spectroscopy. The grafting site was identified by combining theoretical calculations with e…
The synergy between the CsPbBr3 nanoparticle surface and the organic ligand becomes manifest in a demanding carbon–carbon coupling reaction
2020
We demonstrate here the suitability of CsPbBr3nanoparticles as photosensitizers for a demanding photoredox catalytic homo- and cross-coupling of alkyl bromides at room temperature by merely using visible light and an electron donor, thanks to the cooperative action between the nanoparticle surface and organic capping. Fil: Rosa-Pardo, Ignacio. Instituto de Ciencia Molecular; España. Universidad de Valencia; España Fil: Casadevall, Carla. Barcelona Institute Of Science And Technology. Institut Català D'investigació Química.; España Fil: Schmidt, Luciana Carina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigac…
Functionalization of Bambusurils by a Thiol-Ene Click Reaction and a Facile Method for the Preparation of Anion-Free Bambus[6]urils
2018
Sulfide-functionalized bambus[4]urils ((RS)8 BU[4]) and bambus[6]urils ((RS)12 BU[6]) were synthesized through thiol-ene click coupling reactions (TEC) of allylbambus[n]urils. Thiosugars were grafted to BU[4] and BU[6]. Synthesis of BU[6] derivatives always requires the use of a template anion (iodide, chloride, or bromide), which is enclosed in the cavity of BU[6]. We show that this anion influences the reactivity of bambus[6]urils. An encapsulated iodide makes allyl functions of allyl12 BU[6] less reactive towards TEC and hydrogenation reactions in comparison to the corresponding chloride or bromide inclusion complexes. This is critical for the chemical reactivity of BU[6] and even more t…
Mo-Based Oxidizers as Powerful Tools for the Synthesis of Thia- and Selenaheterocycles.
2019
A highly efficient synthetic protocol for the synthesis of thia- and selenaheterocycles has been developed. By employing a MoCl5 -mediated intramolecular dehydrogenative coupling reaction, a broad variety of structural motifs was isolated in yields up to 94 %. The electrophilic key transformation is tolerated by several labile moieties like halides and tertiary alkyl groups. Due to the use of disulfide or diselenide precursors, a high atom efficiency was achieved.
The Influence of the Amide Linkage in the FeIII-Binding Properties of Catechol-Modified Rosamine Derivatives
2015
The two new fluorescent ligands RosCat1 and RosCat2 contain catechol receptors connected to rosamine platforms through an amide linkage and were synthesized by using microwave-assisted coupling reactions of carboxyl- or amine-substituted rosamines with the corresponding catechol units and subsequent deprotection. RosCat1 possesses a reverse amide, whereas RosCat2 has the usual oriented amide bond (HNCO vs. CONH, respectively). The ligands were characterized by means of NMR spectroscopy, mass-spectrometry, and DFT calculations and X-ray crystallography studies for RosCat1. The influence of the amide linkage on the photophysical properties of the fluorescent ligands was assessed in different …