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Synfacts 2015; 11(12): 1263
DOI: 10.1055/s-0035-1560957
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Two Steps to Porosity

Rezensent(en):
Timothy M. Swager
,
Jens U. Engelhart
Reinhard D, Rominger F, Mastalerz M * Ruprecht-Karls-Universität Heidelberg, Germany
Synthesis of Triphenylene-Based Triptycene via Suzuki–Miyaura Cross-Coupling and Subsequent Scholl Reaction.

J. Org. Chem. 2015;
80: 9342-9348
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Publikationsverlauf

Publikationsdatum:
17. November 2015 (online)

 
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Key words

porous materials - iptycenes - cross-coupling

Significance

The authors describe the application of a sixfold Suzuki–Miyaura coupling on 1 ­followed by a Scholl oxidation to yield the corresponding triphenylenes 3. By using this method, the highly branched iptycene 7 was synthesized in four steps.


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Comment

The success of the oxidative formation of the triphenylenes depends on the substitution pattern of the terphenylenes. Compound 3g could be observed but not isolated. The materials are expected to be intrinsically porous; however, absorption properties were not reported.


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