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In the preparation of organolithium reagents, the use of highly activated lithium metal surfaces is essential. Currently, commercially available sources provide high surface area lithium in the form of powders or dispersions. Our group has presented a new approach to synthesize lithium with clean and high surface areas up to 100 times greater than conventional Li-dispersion. Our method involves the use of liquid ammonia (NH3) to effectively clean the lithium surface, resulting in the controlled dendritic growth of lithium structures along the flask wall. This freshly synthesized and highly activated lithium exhibits consistency and reliability, enabling the scalable production of organolithium reagents, ranging from 0.1 mmol to 0.5 mole. Herein, we outline the procedure for applying 5 grams of Li-dendrites in the synthesis of (trimethylsilyl)methylchloride, highlighting the potential impact of our method on organometallic chemistry.more » « lessFree, publicly-accessible full text available January 1, 2026
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Arriaga, Danniel K.; Kang, Seokmin; Thomas, Andy A. (, The Journal of Organic Chemistry)Herein, we describe the effect of organic solvents on ozone solubility and the rate of ozonolysis reactions using rapid injection NMR spectroscopy. The tabulated solubility and kinetic data allowed for the design of a homogeneous ozonolysis flow reactor capable of delivering precise quantities of dissolved ozone to various olefin substrates.more » « less
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