Zwitterionic clusters with dianion core produced by electrospray ionisation of Brønsted acidic ionic liquids

Li J, Nye L, Schulz P, Wasserscheid P, Ivanovic-Burmazovic I, Drewello T, Wei W (2012)


Publication Type: Journal article, Original article

Publication year: 2012

Journal

Publisher: Royal Society of Chemistry

Book Volume: 14

Pages Range: 5115-5121

Journal Issue: 15

URI: http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=ORCID&SrcApp=OrcidOrg&DestLinkType=FullRecord&DestApp=WOS_CPL&KeyUT=WOS:000301957900011&KeyUID=WOS:000301957900011

DOI: 10.1039/c2cp24071h

Abstract

New Brønsted acidic ionic liquids (BAILs) are prepared by treating zwitterions, which are composed of an imidazolium cation and a sulfonate anion, with an alkanedisulfonic acid. Acidification of the zwitterions produces the cation and deprotonation of the alkanedisulfonic acid forms the anion of the new BAILs. Direct laser desorption/ionisation (LDI), matrix-assisted LDI (MALDI) and electrospray ionisation (ESI) are employed to transfer ions into the gas-phase for detection by mass spectrometry and for dissociation studies by tandem mass spectrometry. The components of the BAILs are confirmed by LDI and MALDI by the detection of the respective cation and anion and by ESI by the observation of the cation and the dianion. A prominent feature of ESI is the formation of aggregates (cluster ions). Positively charged cluster ions are formally composed of multiple zwitterions plus one additional proton. In the negative-ion mode the clusters also incorporate the zwitterions which are, however, linked with the alkanedisulfonate dianion. In collision-induced dissociations (CID), the cationic aggregates show the evaporation of zwitterions until the protonated zwitterion is reached. Similarly, the cluster dianions release zwitterions until the free alkane disulfonate dianion is reached. However, the 1:1 adduct of dianion and zwitterion also displays proton transfer and Coulomb explosion into the mono-protonated disulfonic mono-anion and an imidazole-based carbene with sulfonate mono-anion. © 2012 the Owner Societies.

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How to cite

APA:

Li, J., Nye, L., Schulz, P., Wasserscheid, P., Ivanovic-Burmazovic, I., Drewello, T., & Wei, W. (2012). Zwitterionic clusters with dianion core produced by electrospray ionisation of Brønsted acidic ionic liquids. Physical Chemistry Chemical Physics, 14(15), 5115-5121. https://dx.doi.org/10.1039/c2cp24071h

MLA:

Li, Jing, et al. "Zwitterionic clusters with dianion core produced by electrospray ionisation of Brønsted acidic ionic liquids." Physical Chemistry Chemical Physics 14.15 (2012): 5115-5121.

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