Size-Control by Anion Templating in Mechanochemical Synthesis of Hemicucurbiturils in the Solid State
Keyword(s):
Self-organization is one of the most intriguing phenomena of chemical matter. While the self-assembly of macrocycles and cages in dilute solution has been extensively studied, it remains poorly understood in solvent-free environments. Here, we provide the first example of using anionic templates to achieve selective assembly of differently sized macrocycles in a solvent-free system. Using the acid-catalyzed synthesis of cyclohexanohemicucurbiturils as a model system, we demonstrate size-controlled quantitative synthesis of 6- or 8-membered macrocycles, taking place through spontaneous anion-directed re-organization of mechanochemically-obtained oligomers in the solid state.<br>
2018 ◽
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2020 ◽
Vol 3
(1)
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pp. 33-43
2003 ◽
Vol 1
(9)
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pp. 1560-1564
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2007 ◽
Vol 18
(7)
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pp. 1360-1366
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2001 ◽
Vol 91
(1)
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pp. 12-15
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