Charge-Enhanced Acidity and Catalyst Activation

Charge-Enhanced Acidity and Catalyst Activation

Acidities are commonly measured in polar solvents but catalytic reactions are typically carried out in nonpolar media. IR spectra of a series of phenols in CCl4 and 1% CD3CN/CCl4 provide relative acidities. Nonprotonated charged substituents with an appropriate counterion are found to enhance their...

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Veröffentlicht in:Journal of the American Chemical Society 2015-04, Vol.137 (14), p.4678-4680
Hauptverfasser: Samet, Masoud, Buhle, Jordan, Zhou, Yunwen, Kass, Steven R
Format: Artikel
Sprache:eng
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Zusammenfassung:Acidities are commonly measured in polar solvents but catalytic reactions are typically carried out in nonpolar media. IR spectra of a series of phenols in CCl4 and 1% CD3CN/CCl4 provide relative acidities. Nonprotonated charged substituents with an appropriate counterion are found to enhance their Brønsted acidities and improve catalyst performance by orders of magnitude.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.5b01805