SELF-ASSEMBLY OF CYCLODEXTRINS WITH MESO-TETRAKIS(4-SULFONATOPHENYL)PORPHYRIN IN AQUEOUS SOLUTION

摘要

The ability of alpha-CD, beta-CD and gamma-CD to break the aggregates in the solution of the title porphyrin (TPPS4) and to form inclusion self-assemblies has been studied by UV/Vis and H-1-NMR (ROESY). The behaviour of TPPS4 in the presence of alpha-CD, beta-CD and gamma-CD has been compared to that of sodium p-toluenesulfonate and sodium benzenesulfonate. TPPS4 in neutral media forms inclusion assemblies, through its meso-phenyl groups, with beta-CD and gamma-CD, but not with alpha-CD. Diprotonated TPPS4, which has a different geometry from the free base, forms an inclusion assembly only with beta-CD. The inclusion assemblies of TPPS4 with beta-CD and gamma-CD show different geometry: introduction of the phenyl substituent through the cyclodexuin secondary face for beta-CD and through the primary face for gamma-CD. [References: 33]