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Syntheses of new unsymmetrically dodecakis(trifluoroethoxy)‐substituted metallophthalocyanines by a palladium‐catalyzed cross‐coupling reaction
Author(s) -
Tian Minquan,
Wada Tatsuo,
Sasabe Hiroyuki
Publication year - 2000
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570370528
Subject(s) - chemistry , palladium , catalysis , coupling reaction , coupling (piping) , combinatorial chemistry , polymer chemistry , organic chemistry , metallurgy , materials science
Abstract Novel unsymmetrical vanadyl and zinc dodecakis(2,2,2‐trifluoroethoxy)phthalocyaninates with an iodo group were synthesized by a statistical condensation route. The palladium‐catalyzed coupling reaction between such monoiodinated metallophthalocyanines and terminal acetylenic derivatives gave various new unsymmetrically dodecakis(2,2,2‐trifluoroethoxy)‐substituted metallophthalocyanines with extended exocyclic π‐conjugation. Unsymmetrical zinc dodecakis(2,2,2‐trifluoroethoxy)phthalocyaninate with a nitro group was also prepared for comparison. All the target phthalocyanines were separated by common col umn chromatography and characterized by elemental analysis, ir and 1 H‐nmr, uv‐visible and fast‐atombombardment mass spectroscopy.