Breaking the Strongest Organic Bonds by Water: Defluorosubstitutions at the Air–Water Interface of Microdroplets DOI
Abhijit Nandy, A. C. Rana, Norio Shibata

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Июнь 3, 2025

The C-F bond is recognized as the strongest single in organic chemistry. Activating such inert bonds typically demands rigorous reaction conditions, often involving expensive transition metal catalysts or harsh reagents. In stark contrast, this study demonstrates reagent-free defluorosubstitution reactions using only water. We observed selective cleavage of Csp2-F and Csp3-F bonds, resulting formation highly reactive carbocation species fluoride anions at air-water interface when aqueous solutions organofluorine substrates (ArF ArCF3) were sprayed into air. carbocations formed subsequently reacted with various nucleophiles to yield products. A mechanistic investigation suggests that a one-electron reduction aromatic substrate facilitates rapid heterolytic bond, occurring less than millisecond. Thus, fluorine, described "small atom big ego", has been effectively knocked out compounds by

Язык: Английский

A comprehensive understanding on droplets DOI
Gang Chen, Guanhua Lin

Advances in Colloid and Interface Science, Год журнала: 2025, Номер unknown, С. 103490 - 103490

Опубликована: Март 1, 2025

Язык: Английский

Процитировано

1
A Source of the Mysterious m/z 36 Ions Identified: Implications for the Stability of Water and Unusual Chemistry in Microdroplets DOI Creative Commons
Casey J. Chen, Evan R. Williams

ACS Central Science, Год журнала: 2025, Номер unknown

Опубликована: Апрель 4, 2025

Many unusual reactions involving aqueous microdroplets have been reported, including nitrogen fixation at room temperature, production of abundant hydrogen peroxide, and formation an ion m/z 36, attributed to (H2O-OH2)+•, (H3O + OH)+•, or (H2O)2 +•, which was used support the hypothesis spontaneous hydroxyl radicals. Here, 36 ions extensive hydrated clusters this are formed using either nanoelectrospray ionization a vibrating mesh nebulizer that produces water droplets ranging from ∼100 nm ∼20 μm. Exhalation single breath near leads substantial increase in abundance series, whereas purging source with N2 gas its complete disappearance. Accurate mass measurements show pure NH4 +(H2O) not +•. Both high sensitivity trace levels gaseous ammonia (unoptimized detection limit low parts-per-billion) these experiments likely misidentification many previous indicate results hypotheses about chemistry effects intrinsic electric fields microdroplet surfaces may require more thorough evaluation.

Язык: Английский

Процитировано

1
Nitrate synthesis from charged water microdroplets and dinitrogen DOI

Yingfeng Wu,

Zhen Luo,

Yifan Yang

и другие.

Journal of Energy Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0
Breaking the Strongest Organic Bonds by Water: Defluorosubstitutions at the Air–Water Interface of Microdroplets DOI
Abhijit Nandy, A. C. Rana, Norio Shibata

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Июнь 3, 2025

The C-F bond is recognized as the strongest single in organic chemistry. Activating such inert bonds typically demands rigorous reaction conditions, often involving expensive transition metal catalysts or harsh reagents. In stark contrast, this study demonstrates reagent-free defluorosubstitution reactions using only water. We observed selective cleavage of Csp2-F and Csp3-F bonds, resulting formation highly reactive carbocation species fluoride anions at air-water interface when aqueous solutions organofluorine substrates (ArF ArCF3) were sprayed into air. carbocations formed subsequently reacted with various nucleophiles to yield products. A mechanistic investigation suggests that a one-electron reduction aromatic substrate facilitates rapid heterolytic bond, occurring less than millisecond. Thus, fluorine, described "small atom big ego", has been effectively knocked out compounds by

Язык: Английский

Процитировано

0