42910-70-3Relevant academic research and scientific papers
Diastereoselective organocatalytic Mannich access to azacyclic system en route to lyconadin A
Cormier, Morgan,Jean, Alexandre,Blanchet, Jér?me,Rouden, Jacques,Maddaluno, Jacques,De Paolis, Michael
, p. 5074 - 5077 (2014)
Organocatalytic and stereoselective Mannich coupling of hindered and chiral cyclohexylcarboxaldehyde is described for a synthetic approach to the pyrrolidine core of lyconadin A. The strategy led concisely and stereoselectively to complex azaheterocyclic system containing up to five stereocenters.
Improving C=N bond reductions with (Cyclopentadienone)iron complexes: Scope and limitations
Cettolin, Mattia,Bai, Xishan,Lübken, Dennis,Gatti, Marco,Facchini, Sofia Vailati,Piarulli, Umberto,Pignataro, Luca,Gennari, Cesare
supporting information, p. 647 - 654 (2018/10/24)
Herein, we broaden the application scope of (cyclo-pentadienone)iron complexes 1 in C=N bond reduction. The catalytic scope of pre-catalyst 1b, which is more active than the “Kn?lker complex” (1a) and other members of its family, has been expanded to the catalytic transfer hydrogenation (CTH) of a wider range of aldimines and ketimines, either pre-isolated or generated in situ. The kinetics of 1b-promoted CTH of ketimine S1 were assessed, showing a pseudo-first order profile, with TOF = 6.07 h–1 at 50 % conversion. Moreover, the chiral complex 1c and its analog 1d were employed in the enantioselective reduction of ketimines and reductive amination of ketones, giving fair to good yields and moderate enantioselectivity.
Palladium(II) complexes containing N,N′-bidentate imine ligands derived from picolinaldehyde and substituted anilines: Synthesis, structure and polymerisation of methyl methacrylate
Park, Suhyun,Lee, Jaegyeong,Jeong, Jong Hwa,Lee, Hyosun,Nayab, Saira
, p. 82 - 89 (2018/06/01)
Palladium(II) complexes, LnPdCl2 (Ln = LA–LI), with N,N′-bidentate imine ligands derived from picolinaldehyde and substituted anilines have been synthesized and structurally characterized. Molecular structures revealed a distorted square plane geometry around Pd(II) centre in LnPdCl2 (Ln = LA–LC) obtained via coordination with pyridine and imine nitrogens and two chloro ligands. Pd(II) complexes LnPdCl2 (Ln = LA–LI) initiate polymerisation of methylmethacrylate (MMA) in the presence of modified methylaluminoxane (MMAO). The complex LIPdCl2 (of which the ligand was N-furfuryl substituted) showed the highest catalytic activity for the polymerisation of MMA with an activity of 7.08 × 104 g PMMA/mol·Pd·h at 60 °C. All the complexes yielded syndio-rich poly(methyl methacrylate) (PMMA) ([rr] = 0.70). Notably, the substituents on the imine moiety of the iminopyridine fragments affects the activities towards MMA polymerization, whereas the stereoselectivities remained unchanged.
Effect of the N-based ligands in copper complexes for depolymerisation of lignin
Dai, Jinhuo,Nanayakkara, Sepa,Lamb, Thomas C.,Clark, Andrew J.,Guo, Si-Xuan,Zhang, Jie,Patti, Antonio F.,Saito, Kei
, p. 3511 - 3519 (2016/05/09)
Several organic soluble N-based ligands and their copper complexes were firstly investigated as catalysts to depolymerise organosolv lignin in the organic solvent, dimethylformamide (DMF) and an ionic liquid (1-ethyl-3-methylimidazolium xylenesulfonate, [
Synthesis, characterization, photoluminescent properties and supramolecular aggregations in diimine chelated cadmium dihalides
Basu Baul, Tushar S.,Kundu, Sajal,Ng, Seik Weng,Guchhait, Nikhil,Tiekink, Edward R.T.
, p. 96 - 119 (2014/03/21)
A series of 12 new cadmium compounds, [Cd(X2)(L)] (4, 10), [Cd(X2)(L)(DMSO)] (9), [Cd(X2)(L)]2 (1-3, 5, 7, 8, 11, and 12), and [Cd(Cl2)2(L)]n (6) where X = chloride, bromide, and
Synthesis, structures, and spectroscopic properties of Hg(II) complexes of bidentate NN and tridentate NNO Schiff-base ligands
Basu Baul, Tushar S.,Kundu, Sajal,Hoepfl, Herbert,Tiekink, Edward R.T.,Linden, Anthony
, p. 1061 - 1078 (2014/05/20)
Reactions of HgX2 (X = Cl, N3, NO3) with (E)-2-methoxy-N-(pyridin-2-ylmethylene)aniline (L1) and (E)-4-methoxy-N-(pyridin-2-ylmethylene)aniline (L2) in ethanol gave two monomers, [HgL1(Cl)
Synthesis of pyrido[1,2- a ]indole malonates and amines through aryne annulation
Rogness, Donald C.,Markina, Nataliya A.,Waldo, Jesse P.,Larock, Richard C.
experimental part, p. 2743 - 2755 (2012/05/05)
Pyrido[1,2-a]indoles are known as medicinally and pharmaceutically important compounds, but there is a lack of efficient methods for their synthesis. We report a convenient and efficient route to these privileged structures starting from easily accessible 2-substituted pyridines and aryne precursors. A small library of compounds has been synthesized utilizing the developed method, affording variously substituted pyrido[1,2-a]indoles in moderate to good yields.
Stepwise and one-pot syntheses of Ir(iii) complexes with imidazolium-based carbene ligands
Chien, Chih-Hsien,Fujita, Singo,Yamoto, Suguru,Hara, Takeshi,Yamagata, Tsuneaki,Watanabe, Masami,Mashima, Kazushi
, p. 916 - 923 (2008/09/18)
We report the preparation, crystal structure, electrochemistry, and emission properties of Ir(CC:)3, where CC: is an N-heterocyclic carbene ligand. Two synthetic approaches are introduced for generating Ir(iii) complexes bearing imidazolium-bas
Nitrogen ligands in copper-catalyzed arylation of phenols: Structure/activity relationships and applications
Ouali, Armelle,Spindler, Jean-Francis,Jutand, Anny,Taillefer, Marc
, p. 1906 - 1916 (2008/09/17)
In spite of the importance of ligand/ copper-catalyzed arylations of nucleophiles in organic chemistry, the structural and electronic features that make a ligand efficient in these reactions have not been determined until now. In this work, several bident
Designing multistep transformations using the Hammett equation: Imine exchange on a Copper(I) template
Schultz, David,Nitschke, Jonathan R.
, p. 9887 - 9892 (2007/10/03)
Herein, we quantify how imine exchange may be used to selectively transform one metalloorganic structure into another. A series of imine exchange reactions were studied, involving a set of 4-substituted anilines, their 2-pyridylimines and 1,10-phenanthrolyl-2,9-diimines, as well as the copper complexes of these imine ligands. Electron-rich anilines were found to displace electron-poor anilines in all cases. Linear free energy relationships (LFERs) were discovered connecting the electron-donating or -withdrawing character of the 4-substituent of an aniline, as measured by the Hammett σpara parameter, to that aniline's ability to compete with unsubstituted aniline to form imines. The quality of these LFERs allowed for quantitative predictions: to obtain the desired degree of selectivity in an imine exchange between anilines A and B, the required σpara differential could be predicted using a variant of the Hammett equation, log(KAB) = ρ(σA - σB). We validated this methodology by designing and executing a three-step transformation of a series of copper(I)-containing structures. Each step proceeded in predictably high yield, as calculated from σ differentials. At each step in the series of transformations, macrocyclic structures could be created or destroyed through the selection of mono- or di-amines as subcomponents. The same methodology could be used to predict the formation of a diverse dynamic library of helicates from a set of four aniline precursors, as well as the collapse of this library into one helicate upon the addition of a fifth aniline.
