化学
碳阳离子
光化学
同位素标记
水溶液
除氧
反应中间体
质谱法
醛
有机化学
催化作用
色谱法
作者
Anubhav Kumar,Supratim Mondal,Sandeep,Paloth Venugopalan,Anubhav Kumar,Shibdas Banerjee
摘要
Over the last 50 years, proposals of α-carbonyl cation intermediates have been driven by chemical intuition and indirect evidence. Recently, wide interest in α-carbonyl cation chemistry has opened new gates to prepare α-functionalized carbonyl compounds. Though these intrinsically unstable carbocations are formed under forcing conditions (e.g., in a strong acid medium), their fleeting existence prohibits direct observation or spectroscopic measurement. We report that high-speed aqueous microdroplets can directly capture α-carbonyl cation intermediates from various reactions (Friedel-Crafts arylation, deoxygenation, and azidation) upon bombarding with the corresponding reaction aliquots. The α-carbonyl cations caged in water droplets are then desorbed to the gas phase, allowing their successful measurement by mass spectrometry. This has also enabled us to simultaneously monitor the relative abundance of the associated precursor, α-carbonyl cation intermediate, and product during the progress of the reaction.
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