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
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.
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.
