Oxidative metalation of azuliporphyrins with copper(II) salts: Formation of a porphyrin analogue system with a unique fully conjugated nonaromatic azulene subunit

Angewandte Chemie - International Edition

Volumn 43, Issue 11, 2004, Pages 1346-1349

  Colby, Denise A ^a   Ferrence, Gregory M ^a   Lash, Timothy D ^a  

^a ILLINOIS STATE UNIVERSITY   (United States)

Author keywords

Aromaticity; Azulenes; Copper; Oxidation; Porphyrinoids

Indexed keywords

COPPER COMPOUNDS; KETONES; METAL ANALYSIS; NUCLEAR MAGNETIC RESONANCE; OXIDATION; PROTONS;

AZULIPORPHYRINS; OXIDATIVE METALATION;

SALTS;

AZULENE DERIVATIVE; CHLOROFORM; COPPER; COPPER ACETATE; COPPER COMPLEX; HYDROGEN; KETONE DERIVATIVE; NITROGEN; OXYGEN; PORPHYRIN DERIVATIVE; TRIFLUOROACETIC ACID;

ARTICLE; CHEMICAL REACTION; CONJUGATION; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 4043131250     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200353189     Document Type: Article

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28. 2. EI-MS shows substantial incorporation of the heavy isotope into the copper complex 9a. This result demonstrates that the oxygen atom is derived from traces of molecular oxygen. The authors thank Professor C. D. Stevenson for her help in this isotope labeling study and Dr. S. L. Mullen, University of Illinois at Urbana-Champaign, for providing the mass spectrometry data.