65838-45-1Relevant academic research and scientific papers
Organocatalysis by a multidentate halogen-bond donor: An alternative to hydrogen-bond based catalysis
Perera, Manomi D.,Aaker?y, Christer B.
supporting information, p. 8311 - 8314 (2019/06/08)
A charge neutral iodoethynyl-based multidentate halogen-bond donor was synthesized and successfully utilized as an organocatalyst in a benchmark Ritter-type solvolysis reaction. The catalytic activity was monitored using 1H NMR spectroscopy and
Solvent-Free Synthesis of Salen Ligands and Pd(II)- and Cu(II)-Salen Complexes: Their Use in the Oxidation of α-Tetralones to α-Naphthols
Cívicos, José F.,Coimbra, Juliana S. M.,Costa, Paulo R. R.
, p. 3998 - 4006 (2017/08/29)
Racemic trans -cyclohexane-1,2-diamine was allowed to react with eleven aldehydes with different patterns of substitution at the aromatic ring, in the absence of solvent, by manually milling the reagents. The corresponding imines were obtained in moderated to high chemical yields, in only 10 minutes of reaction. A one-pot, two-step preparation of stable complexes of selected imines with Pd(OAc) 2 and Cu(OAc) 2 and the use of these complexes as catalysts in the aromatization of methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate to the corresponding methyl 1-hydroxynaphthalene-2-carboxylates, is also reported.
Synthesis of N,N′-Dialkylated Cyclohexane-1,2-diamines and Their Application as Asymmetric Ligands and Organocatalysts for the Synthesis of Alcohols
Tsygankov, Alexey A.,Chun, Man-Seog,Samoylova, Alexandra D.,Kwon, Seongyeon,Kreschenova, Yuliya M.,Kim, Suhyeon,Shin, Euijin,Oh, Jinho,Strelkova, Tatyana V.,Kolesov, Valerii S.,Zubkov, Fedor I.,Semenov, Sergei E.,Fedyanin, Ivan V.,Chusov, Denis
supporting information, p. 615 - 619 (2017/03/11)
A series of N,N′-dialkylated derivatives of (1R,2R)-cyclohexane-1,2-diamine were synthesized, and a new approach to the one-pot preparation of this type of amine was demonstrated. The prepared diamines were used as organocatalysts for the two-step synthesis of α-hydroxy γ-keto esters from arenes, chlorooxoacetates, and ketones; they were also used as chiral ligands for Meervein-Ponndorf-Verley reductions and Henry reactions.
Synthesis and crystal structure of a chiral lactam and three amino alcohols as potential protein tyrosine phosphates 1B inhibitors
?zhan Kocakaya, ?afak,Karakaplan, Mehmet,Scopelliti, Rosario
, p. 1342 - 1349 (2017/10/13)
Chiral lactam 2 and three chiral β-amino alcohols 3–5 have been synthesized and characterized by spectroscopic techniques. Regioselective ring opening reaction of chiral styrene oxide by an amine nucleophile was confirmed by X-ray diffraction data. Ligand 2–4 crystallizes in the tetragonal, orthorhombic and tetragonal crystal lattice system respectively. Ligands 2–6 have been used as potential inhibitors for protein tyrosine phosphatase 1B enzyme (PTP1B). The potential inhibitor effect of these molecules to the target protein was investigated by Dock and molecular dynamics calculations. Dock score analysis and Lipinski parameters suggested that ligands 1, 2, 4–6 are potential inhibitors towards PTP1B, thus indicating that the residues Arg24, Arg254 and Met258, Asp29 in the second active site of PTP1B are essential for the high selectivity of inhibitors. The results indicate that the polar hydrogen bonding interacts with Asp29, Gln102, and the amino acid residues of PTP1B are responsible for governing inhibitory potency of ligands 1–6.
Preparations of Saturated N-P-N Type Secondary Phosphine Oxides and their Applications in Cross-Coupling Reactions
Chang, Yu-Chang,Liang, Ya-Han,Hong, Fung-E
, p. 353 - 367 (2016/05/09)
A series of cyclohexane-1,2-diamine (3a-3d) and benzene-1,2-diamine derivatives (3e-3h) were pre- pared. Followed by hydrolysis, the reaction of 3a-3c with PCl3 successfully led to the formation of cor- responding metastable saturated heteroato
Zinc Acetate-Catalyzed Enantioselective Hydrosilylation of Ketones
Szewczyk, Marcin,Stanek, Filip,Bez?ada, Agata,Mlynarski, Jacek
supporting information, p. 3727 - 3731 (2016/01/25)
Zinc acetate complexes with a chiral diphenylethylenediamine (DPEDA)-derived ligand have been proved to be efficient catalysts for the enantioselective hydrosilylation of aryl ketones. Replacing pyrophoric dialkylzinc with the readily available zinc salt simplifies the procedures and provides excellent conversions (up to >99%) and enantioselectivities (ees up to 97%).
H2 CHX dedpa and H4 CHX octapa-Chiral acyclic chelating ligands for 67/68Ga and 111In radiopharmaceuticals
Ramogida, Caterina F.,Cawthray, Jacqueline F.,Boros, Eszter,Ferreira, Cara L.,Patrick, Brian O.,Adam, Michael J.,Orvig, Chris
, p. 2017 - 2031 (2015/06/09)
The chiral acyclic ligands H2CHXdedpa (N4O2), H2CHXdedpa-bb (N4O2), and H4CHXoctapa (N4O4) (CHX = cyclohexyl/cyclohexane, H2dedpa = 1,2-[[6-carbo
Synthesis of 1,3-dialkylperhydrobenzimidazolinium salts and their catalytic properties in heck reactions
Yigit, Murat,Bayam, Guelin,Yigit, Beyhan,Oezdemir, Ismail
, p. 897 - 908 (2013/05/08)
Novel eight 1,3-dialkylperhydrobenzimidazolinium chloride salts 3a-h were prepared as precursors of N-heterocyclic carbenes by reacting N,N'-dialkylcyclohexanediamine, triethyl orthoformate and ammonium chloride. The salts were characterized spectroscopic
Crystal structure of a hybrid salt-cocrystal and its resolution by preferential crystallization: ((±)trans-N,N′- dibenzyldiaminocyclohexane)(2,3-dichlorophenylacetic acid)4
Mahieux, Julien,Gonella, Silvia,Sanselme, Morgane,Coquerel, Gerard
experimental part, p. 103 - 111 (2012/03/09)
trans-N,N′-Dibenzyldiaminocyclohexane (B) crystallizes with 2,3-dichlorophenylacetic acid (AH); the crystal structure, resolved by using crystal X-ray diffraction, revealed an odd stoichiometry composed of H 2B2+, two A- a
Asymmetric allylation reactions of aromatic aldehydes with allyltrichlorosilane catalyzed by chiral bisformamide-type organocatalysts
Tanimura, Yuya,Ishimaru, Kaori
experimental part, p. 345 - 349 (2012/07/14)
Asymmetric allylation reactions of aromatic aldehydes with allyltrichlorosilane were catalyzed by C2-symmetrical chiral bisformamides in the presence of potassium carbonate and potassium phosphate, to afford the corresponding homoallylic alcoho
