On July 20, 2022, Kwon, Tae-woo; Song, Bo; Nam, Kwan Woo; Stoddart, J. Fraser published an article.Reference of 1,4-Dimethoxybenzene The title of the article was Mechanochemical Enhancement of the Structural Stability of Pseudorotaxane Intermediates in the Synthesis of Rotaxanes. And the article contained the following:
Mechanochem. syntheses of rotaxanes have attracted considerable attention of late because of the superior reaction rates and higher yields associated with their production compared with analogous reactions carried out in solution Previous investigators, however, have focused on the demonstration of the mechanochem. syntheses of rotaxanes per se, rather than on studying the solid-phase host-guest mol. interplay related to their rapid formation and high yields. In this investigation, the lower yields of rotaxanes prepared in solution were attributed to the limited concentration and a desolvation energy penalty that must be compensated for by host-guest interactions during complexation that precedes the templation leading to rotaxane formation. It follows that, if the desolvation energy can be removed and higher concentrations can be attained, even weak host-guest interactions can drive the complexation of host and guest mols. efficiently. In order to test this hypothesis, two host-guest pairs of permethylated pillar[5]arene/ 1,6-diaminohexane and permethylated pillar[5]arene/ 2,2′-(ethylenedioxy)bis(ethylamine) have been chosen for the simple reason that they exhibit extremely low binding constants (2.7 ± 0.4 M-1 when 1,6-diaminohexane is the guest and <0.1 M-1 when 2,2'-(ethylenedioxy)bis(ethylamine) is the guest in CDCl3; i.e., ostensibly no pseudorotaxane formation is observed). It can be argued that the amount of pseudorotaxanes formed in the solid state is responsive to mech. treatments or otherwise and changes in temperature during stoppering reactions. Compared to the amount of pseudorotaxanes that can be obtained in solution, large quantities of pseudorotaxanes are formed in the solid state because of concentration and desolvation effects. This mechanochem. enhancement of pseudorotaxane formation is referred to as a self-correction in the current investigation. Rotaxanes based on permethylated pillar[5]arene/ 1,6-diaminohexane and permethylated pillar[5]arene/ 2,2'-(ethylenedioxy)bis(ethylamine) have been synthesized in much higher yields compared to those obtained in solution, aided and abetted by self-correction effects during mech. treatments and heating at a mild temperature of 50°C. The experimental process involved the reaction of 1,4-Dimethoxybenzene(cas: 150-78-7).Reference of 1,4-Dimethoxybenzene
The Article related to pseudorotaxane preparation structural stability mechanochem enhancement, rotaxane preparation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Higher-Membered Ring Systems, Including Cyclophanes and Fullerenes and other aspects.Reference of 1,4-Dimethoxybenzene
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