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Titanium Phthalocyanines with Axial Phenylenevinylenes
Author(s) -
Lyubimtsev Alexey,
Misir Miraç N.,
Calvete Mario,
Hanack Michael
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200701197
Subject(s) - chemistry , dichloromethane , titanium , phthalocyanine , chelation , axial symmetry , ring (chemistry) , tetra , proton nmr , photochemistry , polymer chemistry , nuclear magnetic resonance spectroscopy , medicinal chemistry , inorganic chemistry , organic chemistry , structural engineering , solvent , engineering
The synthesis of soluble titanium(IV) phthalocyanines, axially substituted with phenylenevinylenes (PVs) (R x PcTiX), is described. The reaction of peripherally tetra‐ and octasubstituted (phthalocyaninato)titanium oxides (R x PcTiO) 1 – 3 with chelating PV‐diols 4a – 4c leads to the formation of axially substituted R x PcTiX 5 – 7 . All compounds were characterized by IR, UV/Vis, MS, and 1 H NMR spectroscopy. Pcs 5 – 7 dissolved in dichloromethane are stable in the dark. The stability of solutions of 5 – 7 in sunlight depends on the nature of the peripheral substituents in the Pc ring and the chain length of the axial PV substituents.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)