Dicarboxylic bola-shaped compounds 1–3, possessing phthalyl head groups and diol spacers are synthesized and characterized. Keeping phthalyl head group common for all three diester-dicarboxylic acids, the spacer moiety is systematically altered by two and four carbon atoms in 1 and 2, 3, respectively. The flexible spacer moiety ethane-1, 2-diol in compound 1 is replaced by cis-but-2-ene-1, 4-diol and 1, 4-butane diol in 2 and 3, ...