Issue 75, 2015

Continuous flow synthesis of a carbon-based molecular cage macrocycle via a three-fold homocoupling reaction

Abstract

The facile synthesis of the cage molecule (C110H56Br2) via a remarkable three-fold homo-coupling macrocyclization reaction using continuous flow methodology is reported. Synthesis via continuous flow chemistry improves the residence time, safety, and environmental profile of this synthetically challenging reaction. Further, the new cage possesses halogen atoms at its apex that serve to expand the potential reaction space of these intrinsically porous, all carbon–carbon bonded molecular cage molecules.

Graphical abstract: Continuous flow synthesis of a carbon-based molecular cage macrocycle via a three-fold homocoupling reaction

Supplementary files

Article information

Article type
Communication
Submitted
24 Jun 2015
Accepted
01 Aug 2015
First published
03 Aug 2015

Chem. Commun., 2015,51, 14231-14234

Continuous flow synthesis of a carbon-based molecular cage macrocycle via a three-fold homocoupling reaction

M. Kitchin, K. Konstas, C. J. Sumby, M. L. Czyz, P. Valente, M. R. Hill, A. Polyzos and C. J. Doonan, Chem. Commun., 2015, 51, 14231 DOI: 10.1039/C5CC05181A

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