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Syntheses of new unsymmetrically dodecakis(trifluoroethoxy)-substituted metallophthalocyanines by a palladium-catalyzed cross-coupling reaction

✍ Scribed by Minquan Tian; Tatsuo Wada; Hiroyuki Sasabe

Publisher
Journal of Heterocyclic Chemistry
Year
2000
Tongue
English
Weight
855 KB
Volume
37
Category
Article
ISSN
0022-152X

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✦ Synopsis

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.

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