2]Pseudorotaxanes, [2]rotaxanes and metal-organic rotaxane frameworks containing tetra-substituted dibenzo[24]crown-8 wheels

Organic & Biomolecular Chemistry
Darren J MercerStephen J Loeb

Abstract

[2]Pseudorotaxanes, [2]rotaxanes and metal-organic rotaxane framework materials that utilise DB24C8 as the wheel component are well known and structural variations based on changing the axle component are common. Studies in which the DB24C8 wheel is structurally modified are much more limited. Herein, is described the synthesis of symmetrical DB24C8 analogues containing four CH(2)OR (R = CH(2)CH(2)CH(3), CH(2)(C(6)H(5)), C(6)H(5) and C(6)H(4)(4-COOEt)) substituents on the 4 and 5 positions of the aromatic rings. The effect of these molecular appendages on the stability and structures of the interpenetrated and interlocked molecules derived from these new wheels is described. The major effects are an increase in association constants for the formation of [2]pseudorotaxanes relative to DB24C8, the crystal packing of [2]rotaxanes and a change on the internal structure of a 2D MORF (R = C(6)H(5)) compared to DB24C8.

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Citations

Jun 22, 2012·Chemical Society Reviews·V Nicholas Vukotic, Stephen J Loeb
Apr 28, 2017·Chemical Society Reviews·James E M LewisStephen M Goldup
Apr 27, 2016·Chemistry : a European Journal·Elizabeth ViljoenStephen J Loeb
Oct 20, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Jian-Ke Sun, Jie Zhang
Feb 12, 2019·Organic & Biomolecular Chemistry·James E M Lewis
Sep 11, 2013·Chemistry : a European Journal·Nissa C FrankStephen J Loeb
Mar 10, 2016·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Nasim FarahaniStephen J Loeb
Dec 12, 2012·Journal of the American Chemical Society·Natalie D SuhanS Holger Eichhorn

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