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Inhibition of C(2)-H Activity on Alkylated Imidazolium Monocations and Dications upon Inclusion by Cucurbit[7]uril
Li S.; Wyman I.W.; Wang C.; Wang Y.; Macartney D.H.; Wang R.
2016
Source PublicationJournal of Organic Chemistry
Volume81Issue:19Pages:9494
Abstract

The inclusions of 1-methyl-3-alkylimidazolium cations (ICn+, n = 4, 6, and 8) and 3,3′-bis(3-(1-methylimidazolium))-1,n-alkane (DICn2+, n = 4, 6, and 8) in the macrocyclic cucurbit[7]uril result in a decrease (up to 25-fold) of the C(2)-H/D exchange rate constants and an increase in the C(2)-H pKa values (ΔpKa = 0.34 to 1.45). The alkyl chain lengths were found to play an important role in the extent of C(2)-H activity inhibition, upon complexation with cucurbit[7]uril. © 2016 American Chemical Society.

DOI10.1021/acs.joc.6b01853
URLView the original
Indexed BySCI
Language英语
WOS Research AreaChemistry
WOS SubjectChemistry, Organic
WOS IDWOS:000385054300085
The Source to ArticleScopus
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Cited Times [WOS]:12   [WOS Record]     [Related Records in WOS]
Document TypeJournal article
CollectionInstitute of Chinese Medical Sciences
Affiliation1.State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Taipa, Macau
2.Department of Chemistry, Queen's University, 90 Bader Lane, Kingston, ON K7L 3N6, Canada
Recommended Citation
GB/T 7714
Li S.,Wyman I.W.,Wang C.,et al. Inhibition of C(2)-H Activity on Alkylated Imidazolium Monocations and Dications upon Inclusion by Cucurbit[7]uril[J]. Journal of Organic Chemistry,2016,81(19):9494.
APA Li S.,Wyman I.W.,Wang C.,Wang Y.,Macartney D.H.,&Wang R..(2016).Inhibition of C(2)-H Activity on Alkylated Imidazolium Monocations and Dications upon Inclusion by Cucurbit[7]uril.Journal of Organic Chemistry,81(19),9494.
MLA Li S.,et al."Inhibition of C(2)-H Activity on Alkylated Imidazolium Monocations and Dications upon Inclusion by Cucurbit[7]uril".Journal of Organic Chemistry 81.19(2016):9494.
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