10534-59-5Relevant articles and documents
Influence of the size and geometry of the anion binding pocket of sugar-urea anion receptors on chiral recognition
Hamankiewicz, Paulina,Granda, Jaros?aw M.,Jurczak, Janusz
, p. 5608 - 5611 (2013)
Three new chiral urea-type anion receptors were synthesized from aromatic diamines and 1-amino-1-deoxyglucose. The anion binding properties of these receptors were studied using chiral carboxylates derived from mandelic acid and three α-amino acids. We found that the size of the anion binding pocket played an important role in chiral recognition processes. The best results were obtained for 1,8-diaminoanthracene and α-amino acid anions.
HYDRATES OF ORGANIC COMPOUNDS - VIII. THE EFFECT OF CARBOXYLATE ANIONS ON THE FORMATION OF CLATHRATE HYDRATES OF TETRABUTYLAMMONIUM CARBOXYLATES.
Nakayama,Torigata
, p. 171 - 174 (1984)
In this study, from the solid-liquid phase diagrams for 19 binary mixtures of tetrabutylammonium carboxylate-water, the effect of the shape and/or length of the alkyl group of a carboxylate anion on the stability (i. e. , melting point) and the crystal structure (i. e. , hydration number) of their clathrate hydrates has been systematically examined. These fundamental data would also offer a guiding principle, for example, for highly selective separation of a specific carboxylate anion from an aqueous solution containing several kinds of carboxylate anions by means of the formation of a mixed clathrate hydrate of tetrabutylammonium carboxylates.
Lanthanide Complexes Supported by a Trizinc Crown Ether as Catalysts for Alternating Copolymerization of Epoxide and CO2: Telomerization Controlled by Carboxylate Anions
Nagae, Haruki,Aoki, Ryota,Akutagawa, Shin-Nosuke,Kleemann, Julian,Tagawa, Risa,Schindler, Tobias,Choi, Gyeongshin,Spaniol, Thomas P.,Tsurugi, Hayato,Okuda, Jun,Mashima, Kazushi
, p. 2492 - 2496 (2018)
A new family of heterometallic catalysts based on trimetalated macrocyclic tris(salen) ligands and rare-earth metals was prepared and structurally characterized. The LaZn3 system containing anionic ligands such as acetate plays a critical role in catalyzing the alternating copolymerization of cyclohexene oxide (CHO) and CO2 with a high proportion of carbonate linkages. Among the lanthanide metals, the CeZn3 system exhibits high catalytic activity with a turnover frequency (TOF) of over 370 h?1. NMR analysis of the complex and end-group analysis of the polymer suggest that the acetate ligands are rapidly exchanged, not only among coordinated acetates, but also between coordinated acetates and added carboxylate anions. These unique properties make this the first example of telomerization for the copolymerization of CHO and CO2.
A method for detecting water in organic solvents
Sun, Haoran,Wang, Bijia,Dimagno, Stephen G.
, p. 4413 - 4416 (2008)
(Chemical Equation Presented) The potent dehydrating ability of difluoro(aryl)-λ3-iodanes is exploited to develop a convenient 19F-NMR-based aquametry method that is more sensitive than coulometric Karl Fischer titration. The key difluoro(aryl)-λ3- iodane reagents are synthesized readily from commercially available and inexpensive precursors.
An azophenol-based chromogenic anion sensor
Lee, Dong Hoon,Lee, Kwan Hee,Hong, Jong-In
, p. 5 - 7 (2001)
(equation presented) A new chromogenic azophenol-thiourea based anion sensor, 2, has been developed. This system allows for the selective colorimetric detection of F-, H2PO4-, and AcO-. Selectivity trends turned out to be dependent upon guest basicity and conformational complementarity between 2 and the guest.
Chiral recognition of carboxylate anions by (R)-BiNoL-based macrocyclic receptors
Tyszka-Gumkowska, Agata,Pikus, Grzegorz,Jurczak, Janusz
, (2019)
Three (R)-BINOL-based macrocyclic receptors obtained via double-amidation reaction were used for chiral recognition of four anions derived from α-hydroxy and α-amino acids. The structural factors of hosts and guests that affect chiral recognition processes were also investigated, indicating that the proper geometry of both receptor and guest molecules plays a crucial role in effective enantio-discrimination.
Regio- And diastereoselective Pd-catalyzed aminochlorocyclization of allylic carbamates: scope, derivatization, and mechanism
Ariga, Elaine Miho,Carita Correra, Thiago,Matsushima, Jullyane Emi,McIndoe, J. Scott,Moreira Ribeiro, Francisco Wanderson,Omari, Isaac,Papa Spadafora, Bruna,Rodrigues, Alessandro,Soares, Priscila Machado Arruda,Vinhato, Elisangela,de Oliveira-Silva, Diogo
supporting information, p. 5595 - 5606 (2021/07/02)
The regio- and diastereoselective synthesis of oxazolidinonesviaa Pd-catalyzed vicinal C-N/C-Cl bond-forming reaction from internal alkenes of allylic carbamates is reported. The oxazolidinones are obtained in yields of 44 to 95% with high to excellent diastereoselectivities (from 6?:?1 to >20?:?1 dr) from readily available precursors. This process is scalable, and the products are suitable for the synthesis of useful amino alcohols. A detailed theoretical and experimental mechanistic study was carried out to describe that the reaction proceeds through ananti-aminopalladation of the alkene followed by an oxidative C-Pd(ii) cleavage with retention of the carbon stereochemistry to yield the major diastereomer. The role of Cu(ii) in a C-Cl bond-forming mechanism step has also been proposed.
Acetate-catalyzed hydroboration of CO2 for the selective formation of methanol-equivalent products
Dagorne, Samuel,Dos Santos, Jo?o H. Z.,Jacques, Béatrice,López, Carlos Silva,Nieto Faza, Olalla,Schrekker, Henri S.,Sokolovicz, Yuri C. A.,Specklin, David
, p. 2407 - 2414 (2020/05/13)
The present study details the use of the acetate anion, an inexpensive and robust anion, as a CO2 hydroboration catalyst for the selective formation, in most cases, of methanol-equivalent borane products. Thus, upon heating (90 °C, PhBr), tetrabutylammonium, sodium and potassium acetate (1, 2 and 3, respectively) effectively catalyze CO2 hydroboration by pinacolborane (pinB-H) to afford CO2 reduction products HOCOBpin (A), pinBOCH2OBpin (B) and methoxyborane (C). In most cases, high selectivity for product C with higher borane loading and longer reaction time with a TON of up to 970 was observed. The reduction catalysis remains efficient at low catalyst loading (down to 0.1 mol%) and may also be performed under solvent-free conditions using salt 1 as a catalyst, reflecting the excellent robustness and stability of the acetate anion. In control experiments, a 1/1 1/pinB-H mixture was found to react fast with CO2 at room temperature to produce formate species [pinB(O2CH)(OAc)][N(nBu)4] (5) through CO2 insertion into the B-H bond. DFT calculations were also performed to gain insight into the acetate-mediated CO2 hydroboration catalysis, which further supported the crucial role of acetate as a Lewis base in CO2 functionalization catalysis by pinB-H. The DFT-estimated mechanism is in line with experimental data and rationalizes the formation of the most thermodynamically stable reduction product C through acetate catalysis.
Electrocatalytic Reduction of Dioxygen to Hydrogen Peroxide by a Molecular Manganese Complex with a Bipyridine-Containing Schiff Base Ligand
Hooe, Shelby L.,Rheingold, Arnold L.,MacHan, Charles W.
supporting information, p. 3232 - 3241 (2018/03/13)
The synthesis and electrocatalytic reduction of dioxygen by a molecular manganese(III) complex with a tetradentate dianionic bipyridine-based ligand is reported. Electrochemical characterization indicates a Nernstian dependence on the added proton source for the reduction of Mn(III) to Mn(II). The resultant species is competent for the reduction of dioxygen to H2O2 with 81 ± 4% Faradaic efficiency. Mechanistic studies suggest that the catalytically active species has been generated through the interaction of the added proton donor and the parent Mn complex, resulting in the protonation of a coordinated phenolate moiety following the single-electron reduction, generating a neutral species with a vacant coordination site at the metal center. As a consequence, the active catalyst has a pendent proton source in close proximity to the active site for subsequent intramolecular reactions.
Method of manufacturing tetrabuthyl ammonium acetate (by machine translation)
-
, (2017/02/23)
PROBLEM TO BE SOLVED: use raw material, and the solvent through the proper selection of a simple and easy process suitable for the manufacture of solubility of cellulose tet love chill ammonium acetate. SOLUTION: and a starting material by tributylamine, tributylamine in polar aprotic organic solvent and by the reaction of halogenated butyl tetrabuthyl ammonium halide and a process for obtaining, in tetrabuthyl ammonium halide vopo and [...] by the reaction of an alkali metal hydroxide and a process for obtaining, in [...] vopo tetrabuthyl ammonium acetate and acetic acid tetrabuthyl by reaction of the process and to obtain. Selected drawing: fig. 1 (by machine translation)