Synthesis and self-assembly properties of para-acyl-calix[8]arenes

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DOIResolve DOI: http://doi.org/10.1016/j.tetlet.2007.05.169
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TypeArticle
Journal titleTetrahedron Letters
Volume48
Issue31
Pages55035506; # of pages: 4
SubjectAcylation; Amphiphilic; Calix-arenes; Langmuir; Monolayer
AbstractThe synthesis of a series of novel para-acyl-calix[8]arenes is described, while for acyl chain lengths of greater than eight carbon atoms total substitution at the para position occurs, in contrast to the para-acyl-calix[4]arenes, some esterification at the phenolic face may also occur, particularly for shorter acyl chain lengths. Simple saponification with potassium hydroxide in ethanol allows the pure compounds to be obtained in good yields. All the derivatives show amphiphilic behaviour with formation of stable monolayers at the air-water interface and apparent molecular areas between 150 and 275?A2.
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AffiliationNational Research Council Canada; NRC Steacie Institute for Molecular Sciences
Peer reviewedNo
NPARC number12329193
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Record identifier2828136b-1933-43e2-a027-eebda9f76b55
Record created2009-09-10
Record modified2016-05-09
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