395683-39-3Relevant academic research and scientific papers
Semi-Rationally Designed Short Peptides Self-Assemble and Bind Hemin to Promote Cyclopropanation
Korendovych, Ivan V.,Zozulia, Oleksii
supporting information, p. 8108 - 8112 (2020/03/23)
The self-assembly of short peptides gives rise to versatile nanoassemblies capable of promoting efficient catalysis. We have semi-rationally designed a series of seven-residue peptides that form hemin-binding catalytic amyloids to facilitate enantioselect
Aqueous asymmetric cyclopropanation reactions in polymersome membranes
Van Oers, Matthijs C. M.,Abdelmohsen, Loai K. E. A.,Rutjes, Floris P. J. T.,Van Hest, Jan C. M.
supporting information, p. 4040 - 4043 (2014/04/03)
Copper-bis(oxazoline) complexes have been immobilised in the hydrophobic domain of a polymersome membrane to perform asymmetric cyclopropanation reactions in aqueous media with enhanced conversions and enantioselectivities. This journal is the Partner Organisations 2014.
Continuous flow asymmetric cyclopropanation reactions using Cu(i) complexes of Pc-L* ligands supported on silica as catalysts with carbon dioxide as a carrier
Castano, Brunilde,Gallo, Emma,Cole-Hamilton, David J.,Dal Santo, Vladimiro,Psaro, Rinaldo,Caselli, Alessandro
supporting information, p. 3202 - 3209 (2014/06/10)
Continuous flow heterogeneous asymmetric cyclopropanations catalysed by supported hydrogen-bonded (SHB) chiral copper(i) complexes of pyridine containing tetraazamacrocyclic ligands Pc-L* using CO2 as a transport vector are described. The catalytic system showed high stability and good recyclability without loss of activity for at least 24 h in CO2 and catalyst turnover numbers up to 440 were obtained with excellent conversion (up to 99%) and high selectivity (up to 88%). No leaching of copper was observed. Cyclopropane products from both aromatic and aliphatic olefins were obtained in good yields with enantiomeric excesses up to 72%. This journal is the Partner Organisations 2014.
Asymmetric cyclopropanation of olefins catalysed by Cu(i) complexes of chiral pyridine-containing macrocyclic ligands (Pc-L*)
Castano, Brunilde,Guidone, Stefano,Gallo, Emma,Ragaini, Fabio,Casati, Nicola,MacChi, Piero,Sisti, Massimo,Caselli, Alessandro
, p. 2451 - 2462 (2013/03/28)
The synthesis and characterisation of copper(i) complexes of chiral pyridine-containing macrocyclic ligands (Pc-L*) and their use as catalysts in asymmetric cyclopropanation reactions are reported. All ligands and metal complexes were fully characterised, including crystal structures of some species determined by X-ray diffraction on single crystals. This allowed characterising the very different conformations of the macrocycles which could be induced by different substituents or by metal complexation. The strategy adopted for the ligand synthesis is very flexible allowing several structural modifications. A small library of macrocyclic ligands possessing the same donor properties but with either C1 or C2 symmetry was synthesized. Cyclopropane products with both aromatic and aliphatic olefins were obtained in good yields and enantiomeric excesses up to 99%.
Silica "sHB" chiral Pc-L* copper complexes for halogen-free solvent cyclopropanation reactions
Castano, Brunilde,Zardi, Paolo,Hoenemann, Yvonne C.,Galarneau, Anne,Gallo, Emma,Psaro, Rinaldo,Caselli, Alessandro,Santo, Vladimiro Dal
, p. 22199 - 22205 (2013/11/06)
The grafting of the preformed Pc-L* (pyridine containing macrocyclic ligands) copper(i) complexes on different ordered and non-ordered silicas, and their use, under heterogeneous batch conditions, as catalysts for the olefin cyclopropanation are reported.
Asymmetric inter- and intramolecular cyclopropanation reactions catalyzed by a reusable macroporous-polymer-supported chiral ruthenium(II)/phenyloxazoline complex
Abu-Elfotoh, Abdel-Moneim,Phomkeona, Kesiny,Shibatomi, Kazutaka,Iwasa, Seiji
supporting information; experimental part, p. 8439 - 8443 (2011/01/05)
Along came poly: A novel macroporous polymer-supported chiral Ru II/pheox catalyst (1, see SEM image) afforded excellent reactivity and enantioselectivity in inter- and intramolecular cyclopropanation reactions with a broad range of substrates. The catalyst showed no leaching and could be reused up to 11-times, even after storage.
Highly cis-Selective cyclopropanations with ethyl diazoacetate using a novel Rh(I) catalyst with a chelating n-heterocyclic iminocarbene ligand
Rosenberg, Marianne Lenes,Krivokapic, Alexander,Tilset, Mats
supporting information; experimental part, p. 547 - 550 (2009/08/07)
(Chemical Equation Presented) A structurally characterized Rh(I) iminocarbene complex (N,C)Rh(CO)Cl is activated with AgOTf to act as a highly cis-selective catalyst for the cyclopropanation of substituted styrenes and other alkenes with ethyl diazoacetate (11 examples, 10-99% yield, up to >99% cis-selectivity).
Designing new ligands: Asymmetric cyclopropanation by Cu(I) complexes based on functionalised pyridine-containing macrocyclic ligands
Caselli, Alessandro,Cesana, Francesca,Gallo, Emma,Casati, Nicola,MacChi, Piero,Sisti, Massimo,Celentano, Giuseppe,Cenini, Sergio
scheme or table, p. 4202 - 4205 (2009/02/03)
The synthesis and characterisation of copper(i) complexes, including two crystal structures of the new chiral pyridine-containing macrocyclic ligands (PC-type), and their use as catalysts in asymmetric cyclopropanation reactions are reported.
Supramolecular double helical Cu(I) complexes for asymmetric cyclopropanation
Yeung, Chi-Tung,Yeung, Ho-Lun,Tsang, Chui-Shan,Wong, Wai-Yeung,Kwong, Hoi-Lun
, p. 5203 - 5205 (2008/09/19)
Chiral double-stranded helicates, formed between Cu(I) ion and C 2-symmetric oligopyridines, were used for catalytic asymmetric cyclopropanation of alkenes; low catalyst loadings (0.2 mol%), high TONs (up to 404) and short reaction times (30-60
α-diazoacetates as carbene precursors: Metallosalen-catalyzed asymmetric cyclopropanation
Uchida, Tatsuya,Katsuki, Tsutomu
, p. 1715 - 1723 (2007/10/03)
Readily available α-diazo compounds have been shown to be efficient carbene precursors for asymmetric cyclopropanation using ruthenium(NO)-salen and cobalt-salen complexes, as catalysts. The stereoselectivity of the cyclopropanation depends on the metal i
