C-13 chemical shifts of the push-pull oligoalkynes Don-(C C)(n)-Acc (n = 1-4; Don = morpholino; Acc = COMe, COOMe) were computed at the DFT (B3LYP/6-311+G(d,p) level of theory compared with the experimental 6 values and the agreement employed as a measure of quality for the underlying structures. For the global minima structures, the occupation quotients of antibonding pi* and bonding pi orbitals (pi*(C C)/pi(C C)) and the bond lengths (d(C C)) of the various C C triple bonds were also computed and correlated to each other. The linear dependence obtained for the two parameters d(C C) and pi*(C C)/pi(C C) quantifies changes in pi-delocalization induced by the push-pull effect of the substituents and 1,3-conjugation (1,3,5- and 1,3,5,7-, respectively) of the C C bonds in the oligoalkynes studied. A critical comparison of the push-pull effect, attenuated with increasing n, and the conjugative stabilization of the oligoalkynes, increasing with n, as concluded from d(C C) and pi*(C C)/pi(C C) of the oligoalkynes and the reference compounds Me-(C C)(n)-Me, Don-(C C)(n)-Me, and Me-(C C)(n)-Acc), respectively (Don = morpholino; Acc = COMe, COOMe), is affiliated.