Pananusorn P.Ruengsuk A.Docker A.Khamphaijun K.Sirivibulkovit K.Sukwattanasinitt M.Tantirungrotechai J.Saetear P.Limpanuparb T.Bunchuay T.Mahidol University2023-06-182023-06-182022-02-09ACS Applied Materials and Interfaces Vol.14 No.5 (2022) , 6810-681719448244https://repository.li.mahidol.ac.th/handle/20.500.14594/85093Intermolecular interactions between an electron-rich aromatic hydroquinone (HQ) with its electron deficient counterpart, benzoquinone (BQ), result in the formation of a quinhydrone charge-transfer complex. Herein, we report a novel quinhydrone-type complex between pillar[5]quinone (P[5]Q) and HQ. Characterized by a suite of spectroscopic techniques including 1H NMR, UV-visible, and FTIR together with PXRD, SEM, BET, CV, and DFT modeling studies, the stability of the complex is determined to be due to an electron-proton transfer reaction coupled with a complementary donor-acceptor interaction. The selectivity of P[5]Q toward HQ over other dihydroxybenzene isomers allows for not only the naked-eye detection of HQ but also its selective liquid-liquid extraction and recovery from aqueous media.Materials ScienceArticleSCOPUS10.1021/acsami.1c225832-s2.0-851239854641944825235094511