Effect of Substituent on the 13C NMR Chemical Shifts of Substituted 26-Member [2+2] Macrocyclic Compounds

Abstract

A series of substituted symmetrical 14,15,34,35,94,95,114,115-octamethoxy-2,10-bis(4-methoxyphenyl)-4,8,12,16-tetraaza-1,3,9,11(1,2),6,14(1,4)-hexabenzenacyclohexadecaphane-4,7,12,15-tetraene compounds (macrocyclic compounds) have been prepared by condensation of various substituted benzaldehyde with 1,2-dimethoxy benzene followed by nitration, reduction and cyclization with terephthaldehyde. Isolated substituted compounds were characterized by UV, IR, NMR and Mass spectrometric technics. Investigation of substituents effect and mode of transmission of electronic effects have been carried out by 13C NMR chemical shifts measurement and correlated it with LFER parameters in substituted macrocyclic compounds.