Fluoride Ion in Alcohols: Isopropanol vs Hexafluoroisopropanol

The Journal of Physical Chemistry Letters, Год журнала: 2024, Номер 15(6), С. 1677 - 1685

Опубликована: Фев. 5, 2024

The utility of alcohol as a hydrogen bonding donor is considered providential avenue for moderating the high basicity and reactivity fluoride ion, typically used with large cations. However, practicality alcohol–fluoride systems in reactions hampered by limited understanding pertinent interactions between OH group F–. Therefore, this study comparatively investigates thermal, structural, physical properties CsF–2-propanol CsF–1,1,1,3,3,3-hexafluoro-2-propanol to explicate effects fluoroalkyl on interaction alcohols two exhibit vastly different phase diagrams despite similar saturated concentrations. A combination spectroscopic analyses, activity coefficient measurements, theoretical calculations reveal fluorinated system harbors stronger OH···F– systems. diffusion ionic conductivity measurements attribute present results disparate states ion association

Язык: Английский

---

Diastereoselective Electrochemical Coupling of Beta-Nitrostyrenes Under the Current-Constant Conditions

Опубликована: Янв. 1, 2025

The electrochemical coupling reaction of beta-nitrostyrene and 4-chloro-beta-nitrostyrene was reported. This is the first report on beta-nitrostyrenes. Moreover, processes were performed using simplest conditions; constant current (simpler than potential), simple undivided cell, employing non-expensive graphite still electrodes, a green solvent (ethanol), performing at room temperature. First, various cyclic voltammetry experiments, effects potential scan rate pH behavior reactant investigated. Then, conditions such as pH, solvent, type density optimized by examination yield product. pH=6, ethanol steel sheets cathode, rod anode, density=0.97 mA/cm2 (30 mA current). coulometry, number exchanged electrons in this process calculated to help find possible mechanism. After completion reactions, products identified mass spectrometry, FT-IR, NMR methods. It found that only more thermodynamically stable meso configurations are produced, which makes diastereoselective. plausible mechanism, obeyed from EC proposed for reaction, including two-electron transfer reaction.

Язык: Английский

---

EDA complexation of two donor molecules initiating radical cation cyclizations

Synthesis, Год журнала: 2025, Номер unknown

Опубликована: Янв. 16, 2025

Abstract In this study, a catalyst-free EDA complexation of two donor molecules using an acidic solvent is presented. The electron-rich aromatic compound (E)-anethole slowly protonated by the hexafluoroisopropanol (HFIP), leading to rapid formation photoactive complex between and another molecule. This resulting initiates radical chain cyclization reactions under green light irradiation.

Язык: Английский

---

Electrochemical Fe-catalyzed deoxygenative alkoxycarbonylation of imidazoheterocycles with carbazates

Synthetic Communications, Год журнала: 2025, Номер 55(5), С. 422 - 432

Опубликована: Фев. 2, 2025

Imidazo[1,2-a]pyridine derivatives possess widespread applications in the pharmaceutical industry and bioactive natural products. The diverse functionalization of this skeleton has attracted much attention from chemists. Herein, we reported an electrochemical deoxygenative alkoxycarbonylation imidazoheterocycles by using electrons as traceless oxidant under mild oxidant-free conditions. Notably, our strategy provided a green practical approach for introducing ester group into imidazo[1,2-a]pyridine employing easily available bench-stable carbazates source.

Язык: Английский

---

Diastereoselective electrochemical coupling of beta-nitrostyrenes using constant-current conditions

Results in Chemistry, Год журнала: 2025, Номер unknown, С. 102116 - 102116

Опубликована: Фев. 1, 2025

Язык: Английский

---