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This solvent system was chosen after a screen of other solvents. Reagent 1 is not soluble in pure water, and therefore, we explored mixtures of water and MeCN, DMF, DMSO, MeOH, and THF. We chose the combination of solvents that gave the fastest signal amplification reaction. The relative order of reactivity was MeOH > DMSO > DMF > MeCN > THF. We included pyridine as a precaution to buffer any HF that might develop during the signal amplification process.
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This solvent system was chosen after a screen of other solvents. Reagent 1 is not soluble in pure water, and therefore, we explored mixtures of water and MeCN, DMF, DMSO, MeOH, and THF. We chose the combination of solvents that gave the fastest signal amplification reaction. The relative order of reactivity was MeOH > DMSO > DMF > MeCN > THF. We included pyridine as a precaution to buffer any HF that might develop during the signal amplification process.
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Silyl ethers are known to hydrolyze slowly in water; therefore, it remains a possibility that the background signal obtained with reagent 1 may be the consequence of a slow hydrolysis reaction followed by autocatalytic amplification of the released fluoride.
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Silyl ethers are known to hydrolyze slowly in water; therefore, it remains a possibility that the background signal obtained with reagent 1 may be the consequence of a slow hydrolysis reaction followed by autocatalytic amplification of the released fluoride.
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After 6 h, enough fluoride was present to provide an efficient amplification process in the second step. See the SI for details.
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After 6 h, enough fluoride was present to provide an efficient amplification process in the second step. See the SI for details.
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