WATER-SOLUBLE PHTHALOCYANINES CONTAINING AZA-CROWN ETHER SUBSTITUENTS

MUSLUOGLU E., AHSEN V., Gül A., BEKAROGLU O.

CHEMISCHE BERICHTE, vol.124, no.11, pp.2531-2536, 1991 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 124 Issue: 11
  • Publication Date: 1991
  • Doi Number: 10.1002/cber.19911241123
  • Journal Name: CHEMISCHE BERICHTE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2531-2536
  • Istanbul Technical University Affiliated: No

Abstract

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]tetroxazacyclopentadecine (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) 9 d in water and in DMSO are compared for the first time.