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Size Effect of Multifarenes on Host‐Guest Interactions with Naphthylamines and Naphthols
Author(s) -
Huang YinHui,
Jin XianYi,
Yan Shan,
Cong Hang,
Tao Zhu
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800812
Subject(s) - chemistry , hydrogen bond , amine gas treating , host (biology) , proton nmr , molecule , crystallography , stereochemistry , organic chemistry , ecology , biology
Host‐guest interactions of multifarenes with naphthylamines and naphthols were investigated. Decreased fluorescence emission of the guests upon addition of increasing amounts of multifarene hosts confirmed the formation of host‐guest complexes in a ratio of 1:1. Non‐linear curve fitting showed moderate association constants of between (5.2 ± 0.7) × 10 3 and (2.3 ± 0.6) × 10 4 L mol −1 . The stabilities of the complexes were dependent upon both the ring size of the host and the structure of the guest. 1 H NMR spectra indicated that the interactions involved hydrogen bonds between the amine or hydroxyl groups of the guests and the hydroxyl groups of the multifarenes. Molecular simulations were performed to provide the microcosmic structures of the interaction complexes.