Khamphaijun Korawit, Namnouad Phitawat, Docker Andrew, Ruengsuk Araya, Tantirungrotechai Jonggol, Díaz-Torres Raúl, Harding David J, Bunchuay Thanthapatra
Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Bangkok, 10400, Thailand.
Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, OX1 3TA, UK.
Chem Commun (Camb). 2022 Jun 28;58(52):7253-7256. doi: 10.1039/d2cc02255a.
Unprecedented pillar[5]arene-isocyanide pseudorotaxane complexes are reported. Extensive H-NMR experiments reveal remarkably strong binding affinities of alkyl diisocyanide guests ( > 10 M in CDCl) by pillar[5]arenes. Characterised by multinuclear H and C-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.
报道了前所未有的柱[5]芳烃-异腈准轮烷配合物。广泛的¹H-NMR实验表明，烷基二异腈客体与柱[5]芳烃具有非常强的结合亲和力（在CDCl₃中>10 M）。通过多核¹H和¹³C-NMR光谱以及单晶X射线衍射表征，证明柱[5]芳烃能够包封一系列烷基二异腈，其中通过改变烷基链长度可以形成[2]-或[3]准轮烷。此外，缺电子芳基异腈被证明在由多个C-H⋯π相互作用稳定的柱[5]芳烃腔内形成包合物。
