Regioisomer-Free C 4h ?-Tetrakis(tert-butyl)metallo-phthalocyanines: Regioselective Synthesis and Spectral Investigations.

ABSTRACT: Metal ?-tetrakis(tert-butyl)phthalocyanines are the most commonly used phthalocyanines due to their high solubility, stability, and accessibility. They are commonly used as a mixture of four regioisomers, which arise due to the tert-butyl substituent on the ?-position, and to the best of our knowledge, their regioselective synthesis has yet to be reported. Herein, the C 4h -selective synthesis of ?-tetrakis(tert-butyl)metallophthalocyanines is disclosed. Using tetramerization of ?-trialkylsilyl phthalonitriles with metal salts following acid-mediated desilylation, the desired metallophthalocyanines were obtained in good yields. Upon investigation of regioisomer-free zinc ?-tetrakis(tert-butyl)phthalocyanine using spectroscopy, the C 4h single isomer described here was found to be distinct in the solid state to zinc ?-tetrakis(tert-butyl)phthalocyanine obtained by a conventional method.

SUBMITTER: Iida N 

PROVIDER: S-EPMC4420579 | biostudies-literature | 2015 Apr

REPOSITORIES: biostudies-literature