TY - JOUR
T1 - Porphyrazinediols
T2 - Synthesis, characterization, and complexation to group IVB metallocenes
AU - Bellec, Nathalie
AU - Montalban, Antonio Garrido
AU - Williams, D. Bradley G.
AU - Cook, Andrew S.
AU - Anderson, Mairin E.
AU - Feng, Xidong
AU - Barrett, Anthony G.M.
AU - Hoffman, Brian M.
PY - 2000/3/24
Y1 - 2000/3/24
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0034708635&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0034708635&partnerID=8YFLogxK
U2 - 10.1021/jo9916840
DO - 10.1021/jo9916840
M3 - Article
C2 - 10814150
AN - SCOPUS:0034708635
SN - 0022-3263
VL - 65
SP - 1774
EP - 1779
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 6
ER -