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Tuning the size of macrocyclic cavities in trianglimine macrocycles.

Organic & biomolecular chemistry (2005-05-13)
Nikolai Kuhnert, Nicolai Burzlaff, Chirag Patel, Ana Lopez-Periago
ABSTRACT

The synthesis of aromatic dicarboxaldehydes is described along with their reactivity in the [3 + 3] cyclocondensation reaction with (1R,2R)-diaminocyclohexane to give trianglimine macrocycles. In particular, the scope and limitation of the reaction with regard to complete control of the cavity size of the macrocycles is discussed producing a total of 11 macrocycles with different cavity sizes ranging from 9 to 23 angstroms.

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Sigma-Aldrich
1,4-Dibromo-2,5-dimethylbenzene, 98%