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Synthesis and Separation of Structural Isomers of 2(3),9(10),16(17),23(24)‐Tetrasubstituted Phthalocyanines
Author(s) -
Görlach Bernd,
Dachtler Markus,
Glaser Tobias,
Albert Klaus,
Hanack Michael
Publication year - 2001
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20010601)7:11<2459::aid-chem24590>3.0.co;2-4
Subject(s) - structural isomer , chemistry , alkyl , high performance liquid chromatography , alkoxy group , cis–trans isomerism , metal , medicinal chemistry , chromatography , crystallography , stereochemistry , organic chemistry
The 2(3),9(10),16(17),23(24)‐tetrasubstituted metalphthalocyanines 1 – 7 (M=In, Ni, Zn) were synthesized, as mixtures of four different structural isomers, from the corresponding 4‐alkoxy‐1,2‐dicyanobenzenes and the appropriate metal salts. Separation of the four structural isomers was successfully achieved on a C 30 alkyl phase by high‐performance liquid chromatography (HPLC). The determination of the point groups of the structural isomers was carried out for 1 and 3 , the composition of the structural isomers of 4 – 7 was accomplished by comparing their retention times and UV/Vis spectra with the data of 1 and 3 . For the phthalocyanines 8 – 10 and the naphthalocyanines 11 and 12 only the C 4h and D 2h isomers could be separated.