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

被引:85
作者
RIBO, JM [1 ]
FARRERA, JA [1 ]
VALERO, ML [1 ]
VIRGILI, A [1 ]
机构
[1] UNIV AUTONOMA BARCELONA,DEPT QUIM,UNITAT QUIM ORGAN,E-08193 BARCELONA,SPAIN
关键词
D O I
10.1016/0040-4020(95)00085-M
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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.
引用
收藏
页码:3705 / 3712
页数:8
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