A clue to elusive macrocycles: unusually facile, spontaneous polymerization of a hexagonal diethynylbenzene macrocycle.

J Org Chem

Division of Frontier Materials Science, Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka 560-8531, Japan.

Published: January 2006

AI Article Synopsis

  • This hexagonal macrocycle has diethynylbenzene and octyloxymethyl groups on its exterior.
  • At room temperature, it spontaneously polymerizes into materials that are difficult to dissolve.
  • In comparison, its related compounds, the dehydrotetramer and dehydrooctamer, remain stable and have melting points above 140 degrees Celsius.

Article Abstract

[structures: see text] A hexagonal diethynylbenzene macrocycle having exterior octyloxymethyl groups undergoes spontaneous polymerization at room temperature to form hardly soluble materials, in contrast to the corresponding dehydrotetramer and dehydrooctamer, which are stable enough to show their melting points at higher than 140 degrees C.

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Source
http://dx.doi.org/10.1021/jo051969eDOI Listing

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