A Six-Crossing Doubly Interlocked [2]Catenane with Twisted Rings, and a Molecular Granny Knot

Angewandte Chemie
Jonathan J DanonIñigo J Vitorica-Yrezabal

Abstract

A molecular 6 2 3 link (a six crossing, doubly interlocked, [2]catenane with twisted rings) and a 31 #31 granny knot (a composite knot made up of two trefoil tangles of the same handedness) were constructed by ring-closing olefin metathesis of an iron(II)-coordinated 2×2 interwoven grid. The connections were directed by pendant phenyl groups to be between proximal ligand ends on the same faces of the grid. The 6 2 3 link was separated from the topoisomeric granny knot by recycling size-exclusion chromatography. The identity of each topoisomer was determined by tandem mass spectrometry and the structure of the 6 2 3 link confirmed by X-ray crystallography, which revealed two 82-membered macrocycles, each in figure-of-eight conformations, linked through both pairs of loops.

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Citations

Nov 7, 2019·Chemistry : a European Journal·Guo-Xin JinSaud I Al-Resayes
Apr 30, 2019·Chemistry : a European Journal·Guo-Xin JinYue-Jian Lin
Dec 16, 2020·Nature Chemistry·David A LeighSteffen L Woltering
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Feb 2, 2019·Journal of the American Chemical Society·Jean-François AymeDavid A Leigh
Mar 21, 2019·Journal of the American Chemical Society·David A LeighFredrik Schaufelberger
Oct 22, 2020·Journal of the American Chemical Society·David P AugustSimon J Webb
Feb 12, 2019·Journal of the American Chemical Society·Liang ZhangDavid A Leigh
Jun 20, 2020·Chemical Reviews·Wen-Xi GaoGuo-Xin Jin
Aug 8, 2019·Journal of the American Chemical Society·Jiankang ZhongDavid A Leigh

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Methods Mentioned

BETA
NMR
X‐ray

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