Title

Approaches to β-fused porphyrinoporphyrins: Pyrrolo and dipyrromethanoporphyrins

Document Type

Article

Publication Date

1-1-1997

Abstract

Reaction of (2-nitro-5,10,15,20-tetraphenylporphyrinato)nickel(II) 3 or its copper(II) complex 4 with α-isocyanoacetic esters in the presence of 1,8-diazabicyclo[5.4.O]undec-7-ene accomplishes the first syntheses of β-fused pyrroloporphyrins (e.g. 5-10). The removal of the fused pyrrole ester protecting groups to give the di-α-free pyrroloporphyrins 2a and 13 is described, as well as some pyrrole-type chemistry. Unsymmetrical fused dipyrromethanoporphyrins (16-18) were synthesized by reacting 5-acetoxymethylpyrrole-2-carboxylates (14,15) with mono-α-free pyrroloporphyrins (5-8) in the presence of Montmorillonite clay. A symmetrical bis-porphyrinyl dipyrromethane 19 was also prepared by condensation of the β-fused methyl ester pyrroloporphyrin 7 with dimethoxymethane in ethanol and concentrated hydrochloric acid. © 1997 by John Wiley & Sons, Ltd.

Publication Source (Journal or Book title)

Journal of Porphyrins and Phthalocyanines

First Page

201

Last Page

212

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