Khamphaijun K.Namnouad P.Docker A.Ruengsuk A.Tantirungrotechai J.Díaz-Torres R.Harding D.J.Bunchuay T.Mahidol University2023-06-182023-06-182022-06-01Chemical Communications Vol.58 No.52 (2022) , 7253-725613597345https://repository.li.mahidol.ac.th/handle/20.500.14594/84081Unprecedented pillar[5]arene-isocyanide pseudorotaxane complexes are reported. Extensive 1H-NMR experiments reveal remarkably strong binding affinities of alkyl diisocyanide guests (Ka > 105 M−1 in CDCl3) by pillar[5]arenes. Characterised by multinuclear 1H and 13C-NMR spectroscopy and single-crystal X-ray diffraction, it is demonstrated that pillar[5]arenes are capable of encapsulating a series of alkyl diisocyanides wherein either [2]- or [3]pseudorotaxanes can be formed by varying the alkyl chain length. Moreover, electron-deficient aryl isocyanides, are demonstrated to form inclusion complexes within the cavities of pillar[5]arenes stabilised by multiple C-H⋯π interactions.Chemical EngineeringArticleSCOPUS10.1039/d2cc02255a2-s2.0-851318847491364548X35686587