1523-11-1Relevant articles and documents
Synthesis of novel N- and S-derivatives of 2-naphthol – Promising ligands for the binuclear copper complexes
Abdullin, Marat F.,Akhmadiev, Nail S.,Akhmetova, Vnira R.,Bikbulatova, El'mira M.,Ibragimov, Askhat G.,Mescheryakova, Ekaterina S.
, (2020)
N- And S-ligands for binuclear copper complexes were synthesized by the C-sp2-aminomethylation of 2-naphthol with N,N,N′,N′-tetramethyldiaminomethane giving 1-dimethylaminomethyl-2-naphthol, which then reacted with 1,2-ethanedithiol to be converted to thiomethylated derivative. Direct thiomethylation of 2-naphthol and its acetate with formaldehyde and 1,2-ethanedithiol is nonselective, because the reaction involves both O- and C-sp2 reaction centers of the substrate. Binuclear copper complexes with Cu-O-Cu-N or Cu-Cl-Cu-S bonds were prepared.
Influence of N-Cetyl-N,N,N-Trimethylammonium Bromide Counterions in the Basic Hydrolysis of Negatively Charged Aromatic Esters
Vera, S.,Rodenas, E.
, p. 3414 - 3417 (1986)
The addition of counterions, Br-, in the basic hydrolysis of some negatively charged aromatic esters in cationic micelles of N-cetyl-N,N,N-trimethylammonium bromide displaces the substraces from the micellar phase to the aqueous phase.This effect is related to the different interactions of esters with the micelle.
New microporous lanthanide organic frameworks. synthesis, structure, luminescence, sorption, and catalytic acylation of 2-Naphthol
Bahrin, Lucian Gabriel,Bejan, Dana,Janiak, Christoph,K?kcam-Demir, ülkü,Lozan, Vasile,Marangoci, Narcisa Laura,Shova, Sergiu
, (2020)
New metal-organic frameworks (MOF) with lanthanum(III), cerium(III), neodymium(III), europium(III), gadolinium(III), dysprosium(III), and holmium(III)] and the ligand precursor 1,3,5-tris(4-carboxyphenyl)-2,4,6-trimethylbenzene (H3L) were synthesized unde
Shamma,M. et al.
, p. 3803 - 3806 (1975)
Noncross-linked polystyrene nanoencapsulation of ferric chloride: A novel and reusable heterogeneous macromolecular Lewis acid catalyst toward selective acetylation of alcohols, phenols, amines, and thiols
Alinejad, Sara,Donyapeyma, Ghazaleh,Rahmatpour, Ali
, (2022/01/24)
Ferric chloride has been successfully nanoencapsulated for the first time on a non-cross-linked polystyrene matrix as the shell material via the coacervation technique. The resulting polystyrene nanoencapsulated ferric chloride was used as a novel and rec
Steric effect of NHC ligands in Pd(II)–NHC-catalyzed non-directed C–H acetoxylation of simple arenes
Mandal, Tanmoy,Yadav, Sudha,Choudhury, Joyanta
, (2021/09/06)
Although there has been a lot of progress in oxidative arene C–H functionalization reactions catalyzed by Pd(II/IV) system, the non-directed, site-selective functionalization of arene molecules is still challenging. It has been established that ligands play a pivotal role in controlling rate- as well as selectivity-determining step in a catalytic cycle involving well-defined metal-ligand bonding. N-heterocyclic carbene (NHC) ligands have had a tremendous contribution in the recent extraordinary success of achieving high reactivity and excellent selectivity in many catalytic processes including cross-coupling and olefin-metathesis reactions. However, the immense potential of these NHC ligands in improving site-selectivity of non-directed catalytic C–H functionalization reactions of simple arenes is yet to be realized, where overriding the electronic bias on deciding selectivity is a burdensome task. The presented work demonstrated an initiative step in this regard. Herein, a series of well-defined discrete [Pd(NHCR′R)(py)I2] complexes with systematically varied degree of spatial congestion at the Pd centre, exerted through the R and R’ substituents on the NHC ligand, were explored in controlling the activity as well as the site-selectivity of non-directed acetoxylation of representative monosubstituted and disubstituted simple arenes (such as toluene, iodobenzene and bromobenzene, naphthalene and 1,2-dichlorobenzene). The resulting best yields were found to be 75% for toluene and 65% for bromobenzene with [Pd(NHCMePh)(py)I2], 75% for iodobenzene and 79% for naphthalene with [Pd(NHCMeMe)(py)I2], and 41% for 1,2-dichlorobenzene with [Pd(NHCCyCy)(py)I2]. Most importantly, with increasing the bulkiness of the NHC ligand in the complexes, the selectivity of the distal C-acetoxylated products in comparison to the proximal ones, was enhanced to a great extent in all cases. Considering the vast library of NHC ligands, this study underscores the future opportunity to develop more strategies to improve the activity and the crucial site-selectivity of C–H functionalization reactions in simple as well as complex organic molecules.
