Université de Neuchâtel

Macrocyclic Effects in the Mesomorphic Properties of Liquid-Crystalline Pillar[5]- and Pillar[6]arenes

Nierengarten, Iwona ; Guerra, Sebastiano ; Holler, Michel ; Karmazin-Brelot, Lydia ; Barberá, Joaquín ; Deschenaux, Robert ; Nierengarten, Jean-François

In: European Journal of Organic Chemistry, 2013, vol. 2013, no. 18, p. 3675-3684

Whereas the reaction of 1,4-bis(2-bromoethyloxy)benzene (4) with paraformaldehyde in the presence of BF3·Et2O afforded exclusively the cyclopentameric pillar[5]arene derivative (5), both cyclopenta- and cyclohexameric macrocycles 5 and 6 were obtained when the reaction of 4 with paraformaldehyde was performed at 45 °C in CHCl3 with FeCl3 as the...

Université de Neuchâtel

Macrocyclisation of 2-(5-(2-hydroxyethyl)furan-2-yl)acetic acid model compounds of nonactic acid

Eng, Carine ; Simone, Jean-Mary ; Hartenbach, Akane ; Loiseau, François ; Neier, Reinhard

In: Monatshefte für Chemie / Chemical Monthly, 2009, vol. 140, no. 3, p. 349-354

The macrocyclisation of hydroxyethylfuranyl acetic acid and of dehydrogenated model compounds of nonactic acid was investigated to develop a facile synthesis of nonactin analogues. By applying the Yamagushi macrocyclisation to our ω-hydroxyacids, we were able to isolate a mixture of di-, tri-, tetra- and pentameric macrocycles.