Journal
ORGANIC LETTERS
Volume 13, Issue 6, Pages 1326-1329Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol1031816
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- Ministry of Education, Youth and Sports of the Czech Republic [MSM0021622410, KONTAKT ME 09114]
- Synthon s.r.o., CZ
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A triangular macrocyclic molecule has been synthesized which consists of substituted phenanthrene vertices interconnected by 1,3-diethynylbicyclo[1.1.1]pentane sides. The molecule is the very first example of exploiting the bicyclopentane motif in the construction of a shape persistent macrocycle's backbone. It carries new features such as bulkiness, nonconjugated sigma-bonding, and a certain conformational flexibility due to its easy longitudinal rotation. We have used some of the features in order to rationalize the observed tendency of the compound to form films on various surfaces.
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