Porphyrazinediols: Synthesis, characterization, and complexation to group IVB metallocenes

Nathalie Bellec, Antonio Garrido Montalban, D. Bradley G. Williams, Andrew S. Cook, Mairin E. Anderson, Xidong Feng, Anthony G.M. Barrett, Brian M. Hoffman*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

38 Scopus citations

Abstract

The first metalated porphyrazinediols 11 have been prepared from (L)- (+)-dimethyl tartrate via conversion into the corresponding dispoke or 2,3- dimethoxy-2,3-butanediyl protected 2,3-dihydroxymaleonitrile, Linstead macrocyclization, transmetalation, and deprotection. Their stability is very dependent on the nature of the metal ion in the cavity of the porphyrazine. Reaction of these porphyrazinediols with metallocene dichlorides led to new solitaire porphyrazines 12 while DDQ oxidation followed by trapping with diaminomaleonitrile afforded new porphyrazine dinitriles 14.

Original languageEnglish (US)
Pages (from-to)1774-1779
Number of pages6
JournalJournal of Organic Chemistry
Volume65
Issue number6
DOIs
StatePublished - Mar 24 2000

ASJC Scopus subject areas

  • Organic Chemistry

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