Porphyrazinediols: Synthesis, Characterization, and Complexation to Group IVB Metallocenes.
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.
Bellec
N
Departments of Chemistry, Imperial College of Science, Technology and Medicine, South Kensington, London SW7 2AY, U.K., Northwestern University, Evanston, Illinois 60208, and University of Warwick, Coventry CV4 7AL, U.K.
Garrido Montalban A
Williams
DB
Cook
AS
Anderson
ME
Feng
X
Barrett
AG
Hoffman
BM