Literature DB >> 21166439

Equilibrium acidities of superacids.

Agnes Kütt1, Toomas Rodima, Jaan Saame, Elin Raamat, Vahur Mäemets, Ivari Kaljurand, Ilmar A Koppel, Romute Yu Garlyauskayte, Yurii L Yagupolskii, Lev M Yagupolskii, Eduard Bernhardt, Helge Willner, Ivo Leito.   

Abstract

In this paper, we report the most comprehensive equilibrium superacidity scale that is available to date. Contrary to most of the past works, this scale is set up in a medium of constant composition and the obtained acidity values characterize the acidities of molecules rather than acidities of media. The current scale is thus complementary to the well-known H(0) scale in the information that it provides. The solvent used is 1,2-dichloroethane (DCE). DCE has very weak basic properties (but sufficiently high polarity) and is an appropriate solvent for measuring acidities of very strong acids of diverse chemical nature. DCE acidities of well-known superacids (CF(3)SO(2)OH, (CF(3)SO(2))(2)NH, cyanocarbon acids, etc.) as well as common mineral acids (H(2)SO(4), HI, HBr, etc.) are reported. Acidities of altogether 62 acids have been determined from 176 interlinked relative acidity measurements. The scale spans 15 orders of magnitude (from picric acid to 1,1,2,3,3-pentacyanopropene) and is expected to be a useful tool in design, use, and further acidity measurements of superacidic molecules.

Entities:  

Year:  2010        PMID: 21166439     DOI: 10.1021/jo101409p

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  18 in total

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Journal:  Chemistry       Date:  2020-04-30       Impact factor: 5.236

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10.  Conformational Switching of a Foldamer in a Multicomponent System by pH-Filtered Selection between Competing Noncovalent Interactions.

Authors:  Julien Brioche; Sarah J Pike; Sofja Tshepelevitsh; Ivo Leito; Gareth A Morris; Simon J Webb; Jonathan Clayden
Journal:  J Am Chem Soc       Date:  2015-05-14       Impact factor: 15.419

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