A1 Journal article (refereed)
Anion-Exchange Properties of Trifluoroacetate and Triflate Salts of N-Alkylammonium Resorcinarenes (2016)

Pan, Fangfang; Beyeh, Ngong Kodiah; Bertella, Stefania; Rissanen, Kari (2016). Anion-Exchange Properties of Trifluoroacetate and Triflate Salts of N-Alkylammonium Resorcinarenes. Chemistry: An Asian Journal, 11 (5), 782-788. DOI: 10.1002/asia.201501335

JYU authors or editors

Pan, Fangfang
Beyeh, Ngong Kodiah
Rissanen, Kari

Publication details

All authors or editors: Pan, Fangfang; Beyeh, Ngong Kodiah; Bertella, Stefania; Rissanen, Kari

Journal or series: Chemistry: An Asian Journal

ISSN: 1861-4728

eISSN: 1861-471X

Publication year: 2016

Volume: 11

Issue number: 5

Pages range: 782-788

Publisher: Wiley - VCH Verlag GmbH & Co. KGaA

Place of Publication: Weinheim

Publication country: Germany

Publication language: English

DOI: https://doi.org/10.1002/asia.201501335

Open Access: Publication channel is not openly available

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Abstract

The synthesis of N‐benzyl‐ and N‐cyclohexylammonium resorcinarene trifluoroacetate (TFA) and triflate (OTf) salt receptors was investigated. Solid‐state analysis by single‐crystal X‐ray diffraction revealed that the N‐alkylammonium resorcinarene salts (NARSs) with different upper substituents had different cavity sizes and different affinities for anions. Anion‐exchange experiments by mixing equimolar amounts of N‐benzylammonium resorcinarene trifluoroacetate and N‐cyclohexylammonium resorcinarene triflate, as well as N‐benzylammonium resorcinarene triflate and N‐cyclohexylammonium resorcinarene trifluoroacetate showed that the NARS with flexible benzyl groups preferred the larger OTf anion, whereas the rigid cyclohexyl groups preferred the smaller TFA anions. The anion‐exchange processes were confirmed in the solid state by single‐crystal and powder X‐ray diffraction experiments and in the gas phase by electrospray ionization mass spectrometry.

Keywords: organic chemistry; chemical synthesis; anions

Free keywords: N-Alkylammonium; anion-exchange; X-ray

Fields of science: