Transmembrane fluoride anion transport by meso-3,5-bis(trifluoromethyl)phenyl picket calix[4]pyrrole

Ashoke Kumar Patra; Soumya Srimayee; Dibakar Halder; Anik Roy; Souvik Mukherjee; Somenath Kundu; Maidul Hossain; Rajat Saha; Chang-Hee Lee; Debasis Manna; Indrajit Saha

doi:10.1039/D3CC02032K

Transmembrane fluoride anion transport by meso-3,5-bis(trifluoromethyl)phenyl picket calix[4]pyrrole†

Ashoke Kumar Patra,^a Soumya Srimayee,^b Dibakar Halder,^a Anik Roy,^a Souvik Mukherjee,^a Somenath Kundu,^c Maidul Hossain,*^c Rajat Saha,*^d Chang-Hee Lee,

*^e Debasis Manna

*^b and Indrajit Saha

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Ramakrishna Mission Residential College, Narendrapur, Kolkata-700103, India
E-mail: indra_ku@yahoo.co.in

^b Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati-781039, India
E-mail: dmanna@iitg.ac.in

^c Department of Chemistry, Vidyasagar University, Midnapore 721102, India
E-mail: hossainm@mail.vidyasagar.ac.in

^d Department of Chemistry, Kazi Nazrul University, Asansol-713340, India
E-mail: rajat.saha@knu.ac.in

^e Department of Chemistry & Biochemistry, Kangwon National University, Chun Cheon, South Korea
E-mail: chhlee@kangown.ac.kr

Abstract

Meso-3,5-bis(trifluoromethyl)phenyl picket calix[4]pyrrole 1 displays excellent fluoride anion transport activity across artificial lipid bilayers showing EC₅₀ = 2.15 μM (at 450 s in EYPC vesicle) with high fluoride over chloride ion selectivity. The high fluoride selectivity of 1 was ascribed to the formation of a sandwich type π-anion-π interaction complex.

Chemical Communications

Transmembrane fluoride anion transport by meso-3,5-bis(trifluoromethyl)phenyl picket calix[4]pyrrole†

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Transmembrane fluoride anion transport by meso-3,5-bis(trifluoromethyl)phenyl picket calix[4]pyrrole

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