
TY  - JOUR
A1  - Clezy, PS 
A1  - Liepa, AJ 
A1  - Webb, NW 
T1  - The chemistry of pyrrolic compounds. XX. Bilenes-b as intermediates in the synthesis of porphyrins related to protoporphyrin IX. <I>meso</I>-Pyrrolylporphyrins
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1972
VL  - 25
IS  - 9
SP  - 1991
EP  - 2001
KW  - 
UR  - https://doi.org/10.1071/CH9721991 
N2  - &#945;-Formyl-&#945;'-methyldipyrrylmethanes have been shown to react with &#945;,&#945;'-   dicarboxydipyrrylmethanes to give hexapyrrenes which cyclize with copper acetate in pyridine to yield meso-pyrrolylporphyrins. However, if an &#945;,&#945;'-dicarboxydipyrrylmethane is decarboxylated in N,N-dimethylformamide and the product converted into its monoimmonium salt (Vilsmeier-Haack intermediate) with benzoyl chloride this salt with an &#945;-formyl-&#945;'-methyldipyrrylrnethane affords a bilene-b which with copper acetate-pyridine gives a normal porphyrin. This latter procedure has been adapted to prepare tetrapyrroles of the protoporphyrin IX type. A synthesis of pemptoporphyrin dimethyl ester is reported. 
ER  -

