The synthesis of trianglimines: on the scope and limitations of the [3 + 3] cyclocondensation reaction between (1R,2R)-diaminocyclohexane and aromatic dicarboxaldehydes.
The synthesis of aromatic dicarboxaldehydes, using dilithiation methodology is described along with their reactivity, in the [3 + 3] cyclocondensation reaction, with (1R,2R)-diaminocyclohexane to give trianglimine macrocycles. The scope and limitations of the cyclocondensation reaction are studied and some comments on the properties of the novel macrocycles are made such as their conformation in solution and temperature dependent dynamic NMR behaviour.
Kuhnert
Nikolai
N
Synthetic and Biological Organic Chemistry Laboratory, Department of Chemistry, University of Surrey, Guildford, UK GU2 7XH.
Rossignolo
Giulia M
GM
Lopez-Periago
Ana
A