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Water‐Soluble Phtalocyanines Containing Aza‐Crown Ether Substituents
Author(s) -
Musluǧlu Emel,
Ahsen Vefa,
Gül Ahmet,
Bekâroǧlu Ö.,
Bekâroǧlu Ö.
Publication year - 1991
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19911241123
Subject(s) - chemistry , lutetium , chloroform , water soluble , crown ether , ether , metal , sulfate , medicinal chemistry , organic chemistry , ion , yttrium , oxide
A straightforward and generalizable synthesis of metal‐free and metal (Ni, Pb, Lu) derivatives of symmetrically tetrasubstituted phthalocyanines derived from 15, 16‐dibromo‐ or ‐dicyano‐2, 3, 6, 7, 8, 9, 11, 12‐octahydro‐ 5H ‐benzo[e][1, 4, 7, 13]tetroxaza‐cyclopentadecine ( 1 ) is described. Quaternarization of the N ‐acetyl derivatives 7 in a chloroform/dimethyl sulfate mixture gives phthalocyanines 9 soluble in the pH range of 1 – 13. The electronic spectra of the phthalocyanines in buffered solutions (pH 4, 7, and 10) are examined. Furthermore, the electronic spectra of lutetium bis(phthalocyaninate) 9d in water and in DMSO are compared for the first time.