Seco-porphyrazines with eight (p-tolyl) and (o-tolyl) units

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GONCA E., Baklacı Ü. G., Dinçer H. A.

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, vol.12, no.2, pp.116-122, 2008 (SCI-Expanded)

• Publication Type: Article / Article
• Volume: 12 Issue: 2
• Publication Date: 2008
• Doi Number: 10.1142/s1088424608000157
• Journal Name: JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
• Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
• Page Numbers: pp.116-122
• Çanakkale Onsekiz Mart University Affiliated: No

Abstract

Magnesium porphyrazinates substituted with eight (p-tolyl) and (o-tolyl) units on the peripheral positions have been synthesized for the first time by cyclotetramerization of 1,2-bis(p-tolyl)maleonitrile and 1,2-bis(o-tolyl)maleonitrile in the presence of magnesium butanolate. Their demetalation by the treatment with trifluoroacetic acid resulted in partially oxidized products, namely, octakis(p-tolyl)-2-seco-porphyrazine-2,3-dione and octakis(o-tolyl)-2-seco-porphyrazine-2,3-dione. Further reactions of these products with copper(II) acetate, zinc(II) acetate and cobalt(II) acetate have led to the metallo derivatives, [octakis(p-tolyl)-2-seco-2-,3-dioxoporphyrazinato]M(II) and [octakis(o-tolyl)-2-seco-2,3-dioxoporphyrazinato]M(II) (M = Cu, Zn, Co). These novel compounds have been characterized by elemental analysis, together with FT-IR, H-1 NMR, UV-vis and mass spectral data. Copyright (C) 2008 Society of Porphyrins & Phthalocyanines.