Organic Letters
Organic Letters
5 years ago

Expanding the Pillararene Chemistry: Synthesis and Application of a 10 + 1 Functionalized Pillar[5]arene

Expanding the Pillararene Chemistry: Synthesis and Application of a 10 + 1 Functionalized Pillar[5]arene
István Bitter, Petra Bombicz, Márton Bojtár, András Simon
A novel functionality was introduced in the pillararene family by the Claisen rearrangement of monoallyl pillar[5]arene. This new key derivative can lead to the formation of a 10 + 1 functionalized derivative, a useful scaffold for further derivatization. Except for the previously known monodeprotection reaction, all steps proceed efficiently with high yields and easy separation. In addition, a solvent-responsive pseudo[1]rotaxane was synthesized based on this novel functionality.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02092

DOI: 10.1021/acs.orglett.7b02092

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