Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Molecular Recognition by Pillar[5]arenes: Balance Between Hydrophobic and Electrostatic Interactions

Version 1 : Received: 16 November 2021 / Approved: 17 November 2021 / Online: 17 November 2021 (11:16:25 CET)

How to cite: Gómez-González, B.; García-Río, L.; Basilio, N.; Mejuto, J.; Simal-Gandara, J. Molecular Recognition by Pillar[5]arenes: Balance Between Hydrophobic and Electrostatic Interactions. Preprints 2021, 2021110302 (doi: 10.20944/preprints202111.0302.v1). Gómez-González, B.; García-Río, L.; Basilio, N.; Mejuto, J.; Simal-Gandara, J. Molecular Recognition by Pillar[5]arenes: Balance Between Hydrophobic and Electrostatic Interactions. Preprints 2021, 2021110302 (doi: 10.20944/preprints202111.0302.v1).

Abstract

The formation of inclusion complexes between alkylsulfonate guests and a cationic pillar[5]arene receptor in water was investigated by NMR and ITC techniques. The results show the formation of host-guest complexes stabilized by electrostatic interactions and hydrophobics effects with binding constants of up to 107 M-1 for the guest with higher hydrophobic character. Structurally, the alkyl chain of the guest is included in the hydrophobic aromatic cavity of the macrocycle while the sulfonate groups are hold in the multicationic portal by ionic interactions.

Keywords

Pillararene; host:guest; supramolecular; hydrophobic; ITC; NMR

Subject

CHEMISTRY, Physical Chemistry

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