Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 2, Pages 2023-2027Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02728
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Funding
- FONDECYT [1160271, 1170753]
- Fondequip [EQM170120]
- Ministerio de Economia y Competitividad of Spain [CTQ2017-84354-P]
- Xunta de Galicia [GR 2007/085, IN607C 2016/03, ED431G/09]
- European Union (European Regional Development Fund-ERDF)
- Xunta de Galicia (Centro Singular de Investigacion de Galicia accreditation 2016-2019) [ED431G/09]
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CB7 catalyzes the hydrolysis reaction of bis(4-nitrophenyl)carbonate but inhibits that of bis(4-nitrophenyl)thiocarbonate. These effects are proposed to be due to a base-catalyst mediated by the CB7 portal and an inhibitory role attributed to the lower interaction of the thiocarbonyl group with the solvent in the host cavity.
Cucurbit[7]uril (CB7) catalyzes the hydrolysis reaction of bis(4-nitrophenyl)carbonate (1) but inhibits that of bis(4-nitrophenyl)thiocarbonate (2). Two relevant CB7 effects are proposed, a base-catalyst mediated by the CB7 portal and an inhibitory role attributed to the lower interaction of the thiocarbonyl group with the solvent in the host cavity, respectively.
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